At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $270K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$160K - $270K","compensationTiers":[{"id":"9705a891-04f3-44a4-9402-978b82678abf","tierSummary":"$160K – $270K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"74935bb8-9b03-4d61-b2e4-6a439b083d2d","summary":"$160K – $270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"id":"9c9caf53-3183-4bc5-a7c9-70fe9a1796c4","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"26065192-9cc5-4e42-bd58-abf0ca6250c0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"8da2071d-5e2f-43da-9bb1-2c7b30c078af","title":"High Growth Enterprise Account Executive","department":"Sales","team":"Sales","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-16T04:01:12.707+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8da2071d-5e2f-43da-9bb1-2c7b30c078af","applyUrl":"https://jobs.ashbyhq.com/sierra/8da2071d-5e2f-43da-9bb1-2c7b30c078af/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting and Lead Generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our Commercial customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage Relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our customers. Serve as the primary point of contact for commercial clients, ensuring high levels of customer satisfaction.
Negotiating and Closing Complex Deal Cycles: Lead negotiations with existing customers and prospective clients, addressing objections and closing deals. Ensure all contracts and agreements are completed accurately and in a timely manner. Work closely with legal and finance teams to finalize terms and conditions.
Sales Strategy and Planning: Develop and execute sales strategies to meet or exceed sales targets. Create tailored sales presentations and proposals to address the specific needs of enterprise clients. Collaborate with the marketing team to develop and implement effective sales campaigns and presentations.
Help Define our Sales Motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds!
Collaborate Cross-Functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Market Analysis: Conduct market research to identify new business opportunities.
5-7+ years of experience in a customer-facing sales role, either with Mid-market or SMB accounts.
Strong Communication Skills: Exceptional verbal and written communication abilities.
Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting and Lead Generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our Commercial customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage Relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our customers. Serve as the primary point of contact for commercial clients, ensuring high levels of customer satisfaction.\n\n - Negotiating and Closing Complex Deal Cycles: Lead negotiations with existing customers and prospective clients, addressing objections and closing deals. Ensure all contracts and agreements are completed accurately and in a timely manner. Work closely with legal and finance teams to finalize terms and conditions.\n\n - Sales Strategy and Planning: Develop and execute sales strategies to meet or exceed sales targets. Create tailored sales presentations and proposals to address the specific needs of enterprise clients. Collaborate with the marketing team to develop and implement effective sales campaigns and presentations.\n\n - Help Define our Sales Motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds!\n\n - Collaborate Cross-Functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Market Analysis: Conduct market research to identify new business opportunities.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years of experience in a customer-facing sales role, either with Mid-market or SMB accounts.\n\n - Strong Communication Skills: Exceptional verbal and written communication abilities.\n\n - Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$205K – $250K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$205K - $250K","compensationTiers":[{"id":"c7e86cfd-bcef-44ab-8155-b2faa5bb59a3","tierSummary":"$205K – $250K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"197caf65-dd6b-4d26-b98d-f6ab6c1d4406","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"12fbcfc1-f30f-4e91-9514-d405e3f8f796","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"f00ddaf1-b432-4d1f-9261-cad3c7a95fea","summary":"$205K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":205000,"maxValue":250000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":205000,"maxValue":250000}]}},{"id":"41e66706-b647-4ab1-8c7f-8f2975babba7","title":"Enterprise Sales Director - Majors","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-22T02:47:27.634+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/41e66706-b647-4ab1-8c7f-8f2975babba7","applyUrl":"https://jobs.ashbyhq.com/sierra/41e66706-b647-4ab1-8c7f-8f2975babba7/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$300K – $345K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$300K - $345K","compensationTiers":[{"id":"eb4ba882-b962-4d85-8556-212af221cd8f","tierSummary":"$300K – $345K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"5ac64cf2-6a96-426f-9e0d-d1e04aba81b4","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"28460a4b-944c-48b3-9511-93b10f98732f","summary":"$300K – $345K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":300000,"maxValue":345000},{"id":"c8d92088-13f6-4cac-980b-e9a543a37504","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":300000,"maxValue":345000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"d77487f9-bab3-44c6-be18-744e7125c8b3","title":"Software Engineer, Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2024-08-28T22:10:59.372+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d77487f9-bab3-44c6-be18-744e7125c8b3","applyUrl":"https://jobs.ashbyhq.com/sierra/d77487f9-bab3-44c6-be18-744e7125c8b3/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Sierra’s platform. At Sierra, we believe agent development is an evolution of software development that requires new tools and systems. You will work on the platform primitives that power how agents are built, orchestrated, and deployed.
Invent the foundations of agent development. You’ll design systems that enable engineers and customers to build reliable, steerable agents, including runtime systems, developer tooling, and internal infrastructure.
Enable engineers to move faster. You’ll build tools and workflows that accelerate how engineers build and deploy agents across Sierra.
A passion for being on the frontier of AI products.
Pride in building reliable, maintainable, and secure systems that scale.
Motivation and high-agency to drive outcomes in a high-autonomy culture.
4+ years hands-on experience building production systems.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building developer platforms or SDKs.
Experience working on distributed systems.
Experience building AI-powered products.
Leadership experience on technical projects.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Sierra’s platform. At Sierra, we believe agent development is an evolution of software development that requires new tools and systems. You will work on the platform primitives that power how agents are built, orchestrated, and deployed.\n\n - Invent the foundations of agent development. You’ll design systems that enable engineers and customers to build reliable, steerable agents, including runtime systems, developer tooling, and internal infrastructure.\n\n - Enable engineers to move faster. You’ll build tools and workflows that accelerate how engineers build and deploy agents across Sierra.\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Pride in building reliable, maintainable, and secure systems that scale.\n\n - Motivation and high-agency to drive outcomes in a high-autonomy culture.\n\n - 4+ years hands-on experience building production systems.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER\n\n - Experience building developer platforms or SDKs.\n\n - Experience working on distributed systems.\n\n - Experience building AI-powered products.\n\n - Leadership experience on technical projects.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"7b187556-fda6-4b17-8df1-a93279573876","title":"Recruiting Coordinator (Contract)","department":"Operations","team":"Recruiting","employmentType":"Contract","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-05-22T00:21:52.214+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7b187556-fda6-4b17-8df1-a93279573876","applyUrl":"https://jobs.ashbyhq.com/sierra/7b187556-fda6-4b17-8df1-a93279573876/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Coordinate a high volume of phone, onsite, and video conference interviews with speed and efficiency
Leverage applicant tracking system (Ashby) to automate tasks and focus on candidate experience
Improve efficiency by maintaining data accuracy and gathering metrics to help prepare reports to keep recruiters and hiring managers on target
Deliver a best-in-class recruiting experience for all candidates
Demonstrate ability to work effectively under pressure and manage multiple tasks simultaneously
Manage candidate travel arrangements and process expense claims
Meet and greet candidates while they are onsite for interviews
Take on projects to impact our workflow and office experiences
Please note that this is a 12-month contract position and is not eligible for the full-time benefits listed below
2+ years of experience as a Recruiting Coordinator in a scaling company
Operational excellence, a data-driven mindset, and a great attitude for multitasking and problem-solving
High level of integrity and trustworthiness, maintaining candidate confidentiality and privacy
Demonstrated experience in coordinating schedules and managing communications with C-suite leadership, ensuring efficient and effective collaboration
Ability to be in person in our San Francisco office, Monday - Thursday
Please note that this is a 12-month contract position and is not eligible for the full-time benefits listed below
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Coordinate a high volume of phone, onsite, and video conference interviews with speed and efficiency\n\n - Leverage applicant tracking system (Ashby) to automate tasks and focus on candidate experience\n\n - Improve efficiency by maintaining data accuracy and gathering metrics to help prepare reports to keep recruiters and hiring managers on target\n\n - Deliver a best-in-class recruiting experience for all candidates\n\n - Demonstrate ability to work effectively under pressure and manage multiple tasks simultaneously\n\n - Manage candidate travel arrangements and process expense claims\n\n - Meet and greet candidates while they are onsite for interviews\n\n - Take on projects to impact our workflow and office experiences\n\n - Please note that this is a 12-month contract position and is not eligible for the full-time benefits listed below\n\n\nWHAT YOU'LL BRING\n\n - 2+ years of experience as a Recruiting Coordinator in a scaling company\n\n - Operational excellence, a data-driven mindset, and a great attitude for multitasking and problem-solving\n\n - High level of integrity and trustworthiness, maintaining candidate confidentiality and privacy\n\n - Demonstrated experience in coordinating schedules and managing communications with C-suite leadership, ensuring efficient and effective collaboration \n\n - Ability to be in person in our San Francisco office, Monday - Thursday\n\n\n\nPlease note that this is a 12-month contract position and is not eligible for the full-time benefits listed below\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"422cb7bb-ab03-447b-808c-6d72f59bbd2f","title":"Product Manager, Agent Data Platform","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-31T03:14:37.552+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/422cb7bb-ab03-447b-808c-6d72f59bbd2f","applyUrl":"https://jobs.ashbyhq.com/sierra/422cb7bb-ab03-447b-808c-6d72f59bbd2f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Bring Enterprise-grade AI Agents to the World: We're on a mission to revolutionize the way consumers & businesses interact by empowering every business to build a world-class AI agent that fully represents its identity and brand. Your work will make this a reality.
Solve for the Customer: We serve multiple stakeholders – People looking for help from our Agents, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.
Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.
Collaborate: Partner closely with engineering, design, leadership, and the entire company to define and build a seamless and cohesive experience.
Advise: Become trusted and strategic advisor to our customers, in partnership with our sales, go-to-market, and forward-deployed teams.
End-to-End Ownership: Lead the product through all stages from concept to excellent execution, in close collaboration with cross-functional partners.
Proven Experience: Extensive experience in product, engineering or related field, with background leading products from ideation to launch.
Curiosity: Passion for deeply understanding user needs and finding the right solutions from first principles. Ability to operate in high ambiguity and build new, 0–1 bets.
Excellent Collaboration: Product is a team sport, and building great products means working closely with engineering, design, customers, leadership, and more to help bring ideas to life.
Excellent Communication: Strong verbal and written communication skills, with the ability to articulate complex problems, concepts and decisions to various stakeholders.
Strong Values Alignment: Embodies our values and culture.
Adaptability and Resilience: Comfort working in a fast-paced startup environment, able to adapt to changing priorities and handle ambiguity with grace.
Experience designing for AI-driven products or conversational interfaces.
Experience working on enterprise and/or developer products, including SDKs, APIs, and technical tooling.
Experience with Typescript, React, and other programming languages.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Bring Enterprise-grade AI Agents to the World: We're on a mission to revolutionize the way consumers & businesses interact by empowering every business to build a world-class AI agent that fully represents its identity and brand. Your work will make this a reality.\n\n - Solve for the Customer: We serve multiple stakeholders – People looking for help from our Agents, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.\n\n - Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.\n\n - Collaborate: Partner closely with engineering, design, leadership, and the entire company to define and build a seamless and cohesive experience. \n\n - Advise: Become trusted and strategic advisor to our customers, in partnership with our sales, go-to-market, and forward-deployed teams.\n\n - End-to-End Ownership: Lead the product through all stages from concept to excellent execution, in close collaboration with cross-functional partners.\n\n\nWHAT YOU’LL BRING\n\n - Proven Experience: Extensive experience in product, engineering or related field, with background leading products from ideation to launch. \n\n - Curiosity: Passion for deeply understanding user needs and finding the right solutions from first principles. Ability to operate in high ambiguity and build new, 0–1 bets.\n\n - Excellent Collaboration: Product is a team sport, and building great products means working closely with engineering, design, customers, leadership, and more to help bring ideas to life.\n\n - Excellent Communication: Strong verbal and written communication skills, with the ability to articulate complex problems, concepts and decisions to various stakeholders.\n\n - Strong Values Alignment: Embodies our values and culture.\n\n - Adaptability and Resilience: Comfort working in a fast-paced startup environment, able to adapt to changing priorities and handle ambiguity with grace. \n\n\nEVEN BETTER...\n\n - Experience designing for AI-driven products or conversational interfaces.\n\n - Experience working on enterprise and/or developer products, including SDKs, APIs, and technical tooling.\n\n - Experience with Typescript, React, and other programming languages.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $350K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $350K","compensationTiers":[{"id":"f3a3dea4-65b3-4ba2-9805-9b32bbd121c2","tierSummary":"$175K – $350K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"b2d2263c-c6f9-4e20-9b81-6880886fd225","summary":"$175K – $350K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"id":"2aa21607-0530-4261-85cb-7ef9c4df5a2a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"effd7cd2-8a28-4bae-a3b8-40720ba09717","title":"Product Manager, Agent Development","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-03-12T17:39:46.539+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/effd7cd2-8a28-4bae-a3b8-40720ba09717","applyUrl":"https://jobs.ashbyhq.com/sierra/effd7cd2-8a28-4bae-a3b8-40720ba09717/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"0715ee6e-4be3-41c1-918f-de52cfdbd178","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8843fdbe-fdf5-4e31-bf8e-0897caf83100","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e0869a95-0928-4429-a53d-e8dbba51f52d","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}},{"id":"9501ffa2-b433-4f51-b7f0-d8e53e37442d","title":"Enterprise Account Executive, Europe","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-04-11T23:09:39.816+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9501ffa2-b433-4f51-b7f0-d8e53e37442d","applyUrl":"https://jobs.ashbyhq.com/sierra/9501ffa2-b433-4f51-b7f0-d8e53e37442d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£200K – £275K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"£200K - £275K","compensationTiers":[{"id":"cd8462d1-2ab3-4efc-b562-186d37017b5c","tierSummary":"£200K – £275K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"4ea4835b-e237-432b-9398-3062833dc9ba","summary":"£200K – £275K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":200000,"maxValue":275000},{"id":"f0a32c0c-8793-4a1d-b35c-7bc2931be572","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"6b7b8755-ec99-4657-a222-0a9b04ac8117","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":200000,"maxValue":275000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}},{"id":"b7d1dbcd-ca72-472f-b15e-5b4b0f886be0","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-02-13T20:44:17.436+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b7d1dbcd-ca72-472f-b15e-5b4b0f886be0","applyUrl":"https://jobs.ashbyhq.com/sierra/b7d1dbcd-ca72-472f-b15e-5b4b0f886be0/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ba780c1d-ebd7-45b8-8c99-12666af5bfa3","title":"Product Designer","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-05-15T23:00:57.287+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ba780c1d-ebd7-45b8-8c99-12666af5bfa3","applyUrl":"https://jobs.ashbyhq.com/sierra/ba780c1d-ebd7-45b8-8c99-12666af5bfa3/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Solve for the customer: We serve multiple stakeholders – People looking for help from our Agents via chat & voice, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.
Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.
End-to-End Ownership: Drive the entire design process from concept to execution to iteration, in close collaboration with cross-functional partners.
Collaborate Across Teams: Partner closely engineering, product, leadership, and the entire company to define and build a seamless and cohesive experience.
Gather Feedback: Get your hand dirty with customer feedback and usability testing to gather insights and iterate to ensure we solve user problems effectively.
Build Design Systems: Develop and maintain a scalable design system that ensures consistency and efficiency across all products and platforms.
Proven Experience: Extensive experience in UI/UX design, with background leading design projects from ideation to launch.
Curiosity: Passion for deeply understanding user needs and finding the right solutions from first principles.
Full-Stack Design: Visual design is the baseline. You should be fluent in creating beautiful, high-quality designs—working end-to-end from shaping product direction to defining the right interactions and ensuring every pixel is crafted with care.
Great Collaboration: Design is a team sport, and building great products means working closely with product, engineering, and leadership to help bring ideas to life.
Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts and decisions to various stakeholders.
Research Skills: Experience gathering customer feedback, usability testing, and translating findings into actionable design improvements.
Technical Proficiency: Mastery of Figma, along with classics like Photoshop and Illustrator. Strong ability to prototype—whether in Figma, Principal, or code—quickly and effectively.
Adaptability and Resilience: Comfort working in a fast-paced startup environment, able to adapt to changing priorities and handle ambiguity with grace.
Experience designing for AI-driven products or conversational interfaces.
Experience working on developer-driven products, including SDKs, APIs, and technical tooling.
Experience with Typescript, React, and other programming languages.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Solve for the customer: We serve multiple stakeholders – People looking for help from our Agents via chat & voice, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.\n\n - Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.\n\n - End-to-End Ownership: Drive the entire design process from concept to execution to iteration, in close collaboration with cross-functional partners.\n\n - Collaborate Across Teams: Partner closely engineering, product, leadership, and the entire company to define and build a seamless and cohesive experience. \n\n - Gather Feedback: Get your hand dirty with customer feedback and usability testing to gather insights and iterate to ensure we solve user problems effectively.\n\n - Build Design Systems: Develop and maintain a scalable design system that ensures consistency and efficiency across all products and platforms.\n\n\nWHAT YOU'LL BRING:\n\n - Proven Experience: Extensive experience in UI/UX design, with background leading design projects from ideation to launch.\n\n - Curiosity: Passion for deeply understanding user needs and finding the right solutions from first principles. \n\n - Full-Stack Design: Visual design is the baseline. You should be fluent in creating beautiful, high-quality designs—working end-to-end from shaping product direction to defining the right interactions and ensuring every pixel is crafted with care.\n\n - Great Collaboration: Design is a team sport, and building great products means working closely with product, engineering, and leadership to help bring ideas to life.\n\n - Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts and decisions to various stakeholders.\n\n - Research Skills: Experience gathering customer feedback, usability testing, and translating findings into actionable design improvements.\n\n - Technical Proficiency: Mastery of Figma, along with classics like Photoshop and Illustrator. Strong ability to prototype—whether in Figma, Principal, or code—quickly and effectively.\n\n - Adaptability and Resilience: Comfort working in a fast-paced startup environment, able to adapt to changing priorities and handle ambiguity with grace.\n\n\nEVEN BETTER...\n\n - Experience designing for AI-driven products or conversational interfaces.\n\n - Experience working on developer-driven products, including SDKs, APIs, and technical tooling.\n\n - Experience with Typescript, React, and other programming languages.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$190K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$190K - $290K","compensationTiers":[{"id":"9a42d4df-6c47-4f2a-a6ba-91ea1db0dd9b","tierSummary":"$190K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"d489a8c9-ede8-471d-80c7-e3c3520fcdcc","summary":"$190K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":190000,"maxValue":290000},{"id":"a05d005d-40a4-4c47-84e6-1ff928b65136","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":190000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"fed8ca9a-0bb7-44ef-a541-0be6a8ae7bba","title":"Product Manager, Agent Development (German speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:29:19.304+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/fed8ca9a-0bb7-44ef-a541-0be6a8ae7bba","applyUrl":"https://jobs.ashbyhq.com/sierra/fed8ca9a-0bb7-44ef-a541-0be6a8ae7bba/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Professional fluency in both German and English.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Professional fluency in both German and English.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"e9f5fdb6-91ee-4c55-9230-41ec8865650e","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2025-04-18T20:23:18.804+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e9f5fdb6-91ee-4c55-9230-41ec8865650e","applyUrl":"https://jobs.ashbyhq.com/sierra/e9f5fdb6-91ee-4c55-9230-41ec8865650e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"b4b762e6-8ce7-4ea7-b9b3-40c04f62135a","title":"Product Manager, Agent Development","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-04-08T21:29:16.254+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b4b762e6-8ce7-4ea7-b9b3-40c04f62135a","applyUrl":"https://jobs.ashbyhq.com/sierra/b4b762e6-8ce7-4ea7-b9b3-40c04f62135a/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"b3829801-8e0b-4047-8cd8-8a51c87028fd","title":"Software Engineer, Agent Architecture","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-27T02:59:29.568+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b3829801-8e0b-4047-8cd8-8a51c87028fd","applyUrl":"https://jobs.ashbyhq.com/sierra/b3829801-8e0b-4047-8cd8-8a51c87028fd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build the core systems that power agents. You’ll work on the Agent SDK — the orchestration engine, runtime, and primitives that define how agents reason, take actions, and interact with users and systems.
Design the agentic loop. What primitives do we need to build agents that are steerable and verifiable, while still conversational and adaptive? You’ll help define how agents operate in real-world environments.
Improve retrieval and grounding. You’ll build systems that ensure agents provide accurate, trustworthy responses by effectively retrieving and using knowledge.
Build evaluation systems. You’ll design frameworks that allow us and our customers to measure and improve agent quality over time.
A passion for being on the frontier of AI products.
Strong software engineering fundamentals and experience building production systems.
Motivation and high-agency to drive outcomes in a high-autonomy culture.
4+ years hands-on experience building production products and systems.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building AI-powered systems or agent frameworks.
Experience with retrieval, evaluation systems, or LLM-based applications.
Experience building developer platforms or SDKs.
Experience with Go and Typescript.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build the core systems that power agents. You’ll work on the Agent SDK — the orchestration engine, runtime, and primitives that define how agents reason, take actions, and interact with users and systems.\n\n - Design the agentic loop. What primitives do we need to build agents that are steerable and verifiable, while still conversational and adaptive? You’ll help define how agents operate in real-world environments.\n\n - Improve retrieval and grounding. You’ll build systems that ensure agents provide accurate, trustworthy responses by effectively retrieving and using knowledge.\n\n - Build evaluation systems. You’ll design frameworks that allow us and our customers to measure and improve agent quality over time.\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Strong software engineering fundamentals and experience building production systems.\n\n - Motivation and high-agency to drive outcomes in a high-autonomy culture.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER\n\n - Experience building AI-powered systems or agent frameworks.\n\n - Experience with retrieval, evaluation systems, or LLM-based applications.\n\n - Experience building developer platforms or SDKs.\n\n - Experience with Go and Typescript.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"bbef339c-3365-40df-804b-ece245386b43","title":"Security Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-04-30T04:19:10.982+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/bbef339c-3365-40df-804b-ece245386b43","applyUrl":"https://jobs.ashbyhq.com/sierra/bbef339c-3365-40df-804b-ece245386b43/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead Security for Our Platform. Take charge of application, cloud, network, and AI agent security. This includes performing secure design reviews, overseeing threat modeling, and building new security primitives into our product and platform.
Collaborate with Cross-Functional Teams. Partner closely with engineering, product, and GRC to embed security throughout the software development lifecycle. Communicate risks, prioritize fixes, and ensure security requirements enable innovation.
Implement Automation & Tooling. Streamline security processes by integrating tooling into CI/CD pipelines and leveraging AI-based or next-gen solutions to automate scans, compliance checks, and infrastructure reviews.
Continuously Improve Security Posture. Conduct regular audits of our cloud environment, review IAM configurations, and stay on top of emerging AI security risks. Recommend strategic security initiatives and lead efforts to establish best practices as the company scales.
Enable Enterprise Customer Needs. Present and explain our security posture to enterprise clients, helping them understand how we secure their data. Address concerns around healthcare, financial, or other regulated data with clear, actionable insights
Broad Security Expertise. Strong foundation in web application security, cloud security (AWS, Azure, or GCP), and networking principles.
Coding and DevOps Skills. Hands-on experience with programming production software, scripting, and DevOps tools for automation. Familiarity with secure coding practices, threat modeling, vulnerability scanning, and incident response processes.
Adaptability and Resilience. Comfort working in a fast-paced startup environment, ability to adapt to changing priorities and handle ambiguity with grace.
Communication and Collaboration. Strong written and verbal communication skills with the ability to clearly explain risk trade-offs and convey complex technical topics to both technical and non-technical audiences.
Curiosity & Customer-First Mindset. Passion for deeply understanding customer needs and finding the right solutions from first principles.
Experience securing AI systems, with understanding of LLM and Agentic AI risks.
Prior success in securing cloud infrastructure with robust policies and automated enforcement, and familiarity with Infrastructure as Code (Terraform, CloudFormation).
History of building or integrating custom security tools, especially those leveraging AI/ML for detection or monitoring.
Familiarity with continuous compliance platforms and building control monitoring.
Experience designing strong foundations with secure-by-design and privacy-by-design practices such as data handling, anonymization, and de-identification
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Lead Security for Our Platform. Take charge of application, cloud, network, and AI agent security. This includes performing secure design reviews, overseeing threat modeling, and building new security primitives into our product and platform.\n\n - Collaborate with Cross-Functional Teams. Partner closely with engineering, product, and GRC to embed security throughout the software development lifecycle. Communicate risks, prioritize fixes, and ensure security requirements enable innovation.\n\n - Implement Automation & Tooling. Streamline security processes by integrating tooling into CI/CD pipelines and leveraging AI-based or next-gen solutions to automate scans, compliance checks, and infrastructure reviews.\n\n - Continuously Improve Security Posture. Conduct regular audits of our cloud environment, review IAM configurations, and stay on top of emerging AI security risks. Recommend strategic security initiatives and lead efforts to establish best practices as the company scales.\n\n - Enable Enterprise Customer Needs. Present and explain our security posture to enterprise clients, helping them understand how we secure their data. Address concerns around healthcare, financial, or other regulated data with clear, actionable insights\n\n\nWHAT YOU'LL BRING\n\n - Broad Security Expertise. Strong foundation in web application security, cloud security (AWS, Azure, or GCP), and networking principles.\n\n - Coding and DevOps Skills. Hands-on experience with programming production software, scripting, and DevOps tools for automation. Familiarity with secure coding practices, threat modeling, vulnerability scanning, and incident response processes.\n\n - Adaptability and Resilience. Comfort working in a fast-paced startup environment, ability to adapt to changing priorities and handle ambiguity with grace.\n\n - Communication and Collaboration. Strong written and verbal communication skills with the ability to clearly explain risk trade-offs and convey complex technical topics to both technical and non-technical audiences.\n\n - Curiosity & Customer-First Mindset. Passion for deeply understanding customer needs and finding the right solutions from first principles.\n\n\nEVEN BETTER...\n\n - Experience securing AI systems, with understanding of LLM and Agentic AI risks.\n\n - Prior success in securing cloud infrastructure with robust policies and automated enforcement, and familiarity with Infrastructure as Code (Terraform, CloudFormation).\n\n - History of building or integrating custom security tools, especially those leveraging AI/ML for detection or monitoring.\n\n - Familiarity with continuous compliance platforms and building control monitoring.\n\n - Experience designing strong foundations with secure-by-design and privacy-by-design practices such as data handling, anonymization, and de-identification\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $330K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $330K","compensationTiers":[{"id":"edb2a42d-e3be-43db-82ed-002fb546d8fe","tierSummary":"$200K – $330K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"254e6e4b-32c0-4668-ab61-a81ab1d5ea6b","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"595c8145-06b8-4cf0-bbb1-cd34a940582e","summary":"$200K – $330K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":330000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":330000}]}},{"id":"ba9ca2da-c0c3-4673-b496-f820223c77c1","title":"Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-02T12:31:36.620+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ba9ca2da-c0c3-4673-b496-f820223c77c1","applyUrl":"https://jobs.ashbyhq.com/sierra/ba9ca2da-c0c3-4673-b496-f820223c77c1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £220K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"£135K - £220K","compensationTiers":[{"id":"1c400b13-5e94-4b6f-b0b3-bbe54295e29c","tierSummary":"£135K – £220K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"da9cc9a0-8fdf-46e2-9164-6a70a38efd99","summary":"£135K – £220K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":220000},{"id":"744479f9-f69e-46c9-9479-5b6b94698f98","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"c5732a82-1a86-4092-b7a9-711571807d9e","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":220000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}},{"id":"7053ca02-ee36-48cc-b331-9d795a966c4c","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-05-20T22:08:34.082+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7053ca02-ee36-48cc-b331-9d795a966c4c","applyUrl":"https://jobs.ashbyhq.com/sierra/7053ca02-ee36-48cc-b331-9d795a966c4c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform.
Lead the creation and execution of developer training and enablement programs.
Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.
Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.
Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.
Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.
Degree in Computer Science or related field, or equivalent professional experience.
4+ years of experience in hands-on software development of highly technical products or developer relations roles.
Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.
Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.
Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.
Demonstrated experience in designing and executing technical training, certification, or community initiatives.
Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.
Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.
Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor
Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform. \n\n - Lead the creation and execution of developer training and enablement programs.\n\n - Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.\n\n - Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.\n\n - Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.\n\n\nWHAT YOU'LL BRING\n\n - Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n - 4+ years of experience in hands-on software development of highly technical products or developer relations roles.\n\n - Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.\n\n - Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.\n\n - Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.\n\n - Demonstrated experience in designing and executing technical training, certification, or community initiatives.\n\n\nEVEN BETTER...\n\n - Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.\n\n - Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.\n\n - Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor\n\n - Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $280K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $280K","compensationTiers":[{"id":"5af2f2bc-18dc-401b-9cc5-9b628c07e11f","tierSummary":"$175K – $280K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"10f0e628-4473-4493-bbde-f7246634ee60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"8f412e76-588e-4078-b5f2-effd3eac1eec","summary":"$175K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":280000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":280000}]}},{"id":"66324233-f3af-496a-b43d-ebe1a6a0e2d0","title":"Product Marketing Manager","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:35:50.773+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/66324233-f3af-496a-b43d-ebe1a6a0e2d0","applyUrl":"https://jobs.ashbyhq.com/sierra/66324233-f3af-496a-b43d-ebe1a6a0e2d0/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is going deep on industry-first go-to-market, and we're expanding our Solutions Product Marketing team to help drive it. This role sits alongside our core product marketing team but has a distinct focus: taking what we build and making it land with specific industries and personas. You'll own translating product capability into industry-relevant messaging, sales enablement, content, events, and demos — and you'll help build the operational backbone that lets this team scale across verticals. You'll be a direct partner in building this out, and in making it clear that no playbook exists yet — not just executing an existing one.
Industry & persona messaging. Translate product capabilities into messaging and positioning tailored to specific industries and buyer personas. Such as web copy, event sessions, sales narratives, and campaign messaging that speaks the language of the vertical and/or buyer.
Sales enablement & content. Build and maintain the enablement playbooks and assets our GTM teams need to sell into industry — slide decks, one-pagers, landing pages, industry playbooks, and more.
Launches products to industries. When a new product ships, own how it gets packaged and adapted for the industries and personas we serve, including the story, any assets, and sales enablement — all alongside and in partnership with our core PMM team.
Operational backbone. You'll help stand up processes, templates, and systems that let us work consistently across multiple industries and personas without duplicating effort each time.
Range across altitudes. You're able to flex across channels and activations as needed, while also going deep in one area — whether that's a specific industry vertical or persona, or our industry demo strategy, for example. You're comfortable operating at both the generalist and specialist altitudes.
5+ years of B2B product marketing experience. Exposure to vertical or persona-based marketing is a bonus, but not necessary.
Strong operational instincts — you naturally think in process, systems, and repeatable frameworks, and you're comfortable building structure where none exists yet.
Expertise in developing positioning and messaging, and translating it into sales-facing and customer-facing assets across different audiences and industries.
You’re comfortable using tools like ChatGPT and Claude to work smarter and help automate where it makes sense to.
Experience contributing to product launches, including translating core launch messaging into content for specific industries or personas, building out assets and whatever else is needed in support of the GTM motion.
Experience in building presentations using Google Slides.
Comfort operating in an early-stage, still-being-defined team, and enthusiasm for helping shape how the team works.
Take a newly launched product and build the industry go-to-market package for a specific vertical: messaging, sales assets, enablement, and demo.
Build an enablement plan and content for sales across industries.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE\n\nSierra is going deep on industry-first go-to-market, and we're expanding our Solutions Product Marketing team to help drive it. This role sits alongside our core product marketing team but has a distinct focus: taking what we build and making it land with specific industries and personas. You'll own translating product capability into industry-relevant messaging, sales enablement, content, events, and demos — and you'll help build the operational backbone that lets this team scale across verticals. You'll be a direct partner in building this out, and in making it clear that no playbook exists yet — not just executing an existing one.\n\n\n\nWHAT YOU'LL DO\n\n - Industry & persona messaging. Translate product capabilities into messaging and positioning tailored to specific industries and buyer personas. Such as web copy, event sessions, sales narratives, and campaign messaging that speaks the language of the vertical and/or buyer.\n\n - Sales enablement & content. Build and maintain the enablement playbooks and assets our GTM teams need to sell into industry — slide decks, one-pagers, landing pages, industry playbooks, and more.\n\n - Launches products to industries. When a new product ships, own how it gets packaged and adapted for the industries and personas we serve, including the story, any assets, and sales enablement — all alongside and in partnership with our core PMM team.\n\n - Operational backbone. You'll help stand up processes, templates, and systems that let us work consistently across multiple industries and personas without duplicating effort each time.\n\n - Range across altitudes. You're able to flex across channels and activations as needed, while also going deep in one area — whether that's a specific industry vertical or persona, or our industry demo strategy, for example. You're comfortable operating at both the generalist and specialist altitudes.\n\n\nWHAT YOU'LL BRING\n\n - 5+ years of B2B product marketing experience. Exposure to vertical or persona-based marketing is a bonus, but not necessary.\n\n - Strong operational instincts — you naturally think in process, systems, and repeatable frameworks, and you're comfortable building structure where none exists yet.\n\n - Expertise in developing positioning and messaging, and translating it into sales-facing and customer-facing assets across different audiences and industries.\n\n - You’re comfortable using tools like ChatGPT and Claude to work smarter and help automate where it makes sense to.\n\n - Experience contributing to product launches, including translating core launch messaging into content for specific industries or personas, building out assets and whatever else is needed in support of the GTM motion.\n\n - Experience in building presentations using Google Slides.\n\n - Comfort operating in an early-stage, still-being-defined team, and enthusiasm for helping shape how the team works.\n\n\nSAMPLE PROJECTS\n\n - Take a newly launched product and build the industry go-to-market package for a specific vertical: messaging, sales assets, enablement, and demo.\n\n - Build an enablement plan and content for sales across industries.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"aba8942f-7c16-4035-93a9-9972366b08c4","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79bf78e9-675d-4855-9a4c-5adcb7a2860e","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"47d4a756-0d6c-4ea3-a622-554c30c4842f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"6c3fb4c1-e6ba-4e47-8d02-93ea89e75619","title":"Event Marketer","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-08T03:59:29.203+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6c3fb4c1-e6ba-4e47-8d02-93ea89e75619","applyUrl":"https://jobs.ashbyhq.com/sierra/6c3fb4c1-e6ba-4e47-8d02-93ea89e75619/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build the third-party event portfolio: Own Sierra's strategy for industry conferences and sponsorships across our key verticals. Decide where we show up and why—evaluating each opportunity against pipeline goals, audience fit, and brand impact—and shape a portfolio of third-party events that builds our presence in the industries that matter most.
Program high-impact event experiences: Design the formats that drive real conversations with enterprise buyers—executive roundtables, panels, fireside chats, dinners, and field events—and define the content and messaging behind them. Develop our booth content and on-site narrative so every touchpoint reflects our brand and clearly tells the Sierra story.
Own sales enablement for events: Partner closely with Sales to make events a true pipeline engine. Build the pre-event targeting and outreach, equip the field with talk tracks and materials, and develop the post-event templates, follow-up sequences, and handoff motions that turn conversations into meetings and opportunities.
Think in integrated campaigns: Treat events as one channel in a larger story rather than standalone moments. Connect each event to the broader marketing campaign—content, demand gen, social, and ABM—so our presence builds toward a coherent narrative and compounding results.
Measure and iterate: Track event performance, gather attendee and sales feedback, and turn it into reusable playbooks. Compile post-event reporting that captures what worked, what didn't, and how we make the next program sharper.
5+ years of event marketing experience planning and executing corporate events, ideally in-house, though agency experience will also be considered.
A strategic track record building event programs that drive measurable pipeline—not just well-run logistics, but a clear point of view on which events to invest in and why.
Experience designing and programming event formats (roundtables, panels, fireside chats, field events) and developing the content and messaging that make them land with senior audiences.
A strong partnership instinct with Sales: you understand how events feed pipeline and can build the targeting, outreach, enablement, and follow-up that convert attendees into opportunities.
Demonstrated ability to manage producers, agencies, vendors, and conference/sponsorship relationships—directing execution to a high bar without owning every logistical detail yourself.
Exceptional organizational skills and meticulous attention to detail, with the ability to juggle multiple events, timelines, and partners at once without missing a beat.
Strong communication and teamwork skills, with the ability to articulate plans, campaign logic, and post-event insights to all levels of the organization.
Enthusiasm for managing events nationwide or internationally, with the flexibility to accommodate a dynamic event calendar that requires regular travel.
Integrated campaign experience: A history of connecting events to broader demand gen, content, and ABM programs so they reinforce a single, compounding narrative.
Enterprise and field marketing experience: Familiarity with creating targeted, high-impact initiatives designed specifically for enterprise customers, aligned closely with sales teams and strategic business objectives.
A proactive attitude: Ability to thrive in a fast-paced environment with high expectations. You are resourceful and calm under pressure, willing to roll up your sleeves and solve challenges on the fly.
Passion for Sierra's mission and brand: A creative flair for designing event experiences that embody our values and leave a lasting impression. You take pride in building an events portfolio that showcases Sierra's innovation and company values.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Build the third-party event portfolio: Own Sierra's strategy for industry conferences and sponsorships across our key verticals. Decide where we show up and why—evaluating each opportunity against pipeline goals, audience fit, and brand impact—and shape a portfolio of third-party events that builds our presence in the industries that matter most.\n\n - Program high-impact event experiences: Design the formats that drive real conversations with enterprise buyers—executive roundtables, panels, fireside chats, dinners, and field events—and define the content and messaging behind them. Develop our booth content and on-site narrative so every touchpoint reflects our brand and clearly tells the Sierra story.\n\n - Own sales enablement for events: Partner closely with Sales to make events a true pipeline engine. Build the pre-event targeting and outreach, equip the field with talk tracks and materials, and develop the post-event templates, follow-up sequences, and handoff motions that turn conversations into meetings and opportunities.\n\n - Think in integrated campaigns: Treat events as one channel in a larger story rather than standalone moments. Connect each event to the broader marketing campaign—content, demand gen, social, and ABM—so our presence builds toward a coherent narrative and compounding results.\n\n - Measure and iterate: Track event performance, gather attendee and sales feedback, and turn it into reusable playbooks. Compile post-event reporting that captures what worked, what didn't, and how we make the next program sharper.\n\n\nWHAT YOU’LL BRING\n\n - 5+ years of event marketing experience planning and executing corporate events, ideally in-house, though agency experience will also be considered.\n\n - A strategic track record building event programs that drive measurable pipeline—not just well-run logistics, but a clear point of view on which events to invest in and why.\n\n - Experience designing and programming event formats (roundtables, panels, fireside chats, field events) and developing the content and messaging that make them land with senior audiences.\n\n - A strong partnership instinct with Sales: you understand how events feed pipeline and can build the targeting, outreach, enablement, and follow-up that convert attendees into opportunities.\n\n - Demonstrated ability to manage producers, agencies, vendors, and conference/sponsorship relationships—directing execution to a high bar without owning every logistical detail yourself.\n\n - Exceptional organizational skills and meticulous attention to detail, with the ability to juggle multiple events, timelines, and partners at once without missing a beat.\n\n - Strong communication and teamwork skills, with the ability to articulate plans, campaign logic, and post-event insights to all levels of the organization.\n\n - Enthusiasm for managing events nationwide or internationally, with the flexibility to accommodate a dynamic event calendar that requires regular travel.\n\n\nEVEN BETTER…\n\n - Integrated campaign experience: A history of connecting events to broader demand gen, content, and ABM programs so they reinforce a single, compounding narrative.\n\n - Enterprise and field marketing experience: Familiarity with creating targeted, high-impact initiatives designed specifically for enterprise customers, aligned closely with sales teams and strategic business objectives.\n\n - A proactive attitude: Ability to thrive in a fast-paced environment with high expectations. You are resourceful and calm under pressure, willing to roll up your sleeves and solve challenges on the fly.\n\n - Passion for Sierra's mission and brand: A creative flair for designing event experiences that embody our values and leave a lasting impression. You take pride in building an events portfolio that showcases Sierra's innovation and company values.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$140K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$140K - $200K","compensationTiers":[{"id":"5415337d-cc4f-4757-963f-79657e1089b3","tierSummary":"$140K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"3f7c5105-26f4-4f74-83e9-a3e1753a1a0f","summary":"$140K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":140000,"maxValue":200000},{"id":"65c9751c-f6a7-4ea1-8aa0-3975e338e218","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":140000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"f391b10c-7a4a-42b4-9887-dd32b31d6e4e","title":"Software Engineer, Frontend","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-06-04T04:50:18.696+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f391b10c-7a4a-42b4-9887-dd32b31d6e4e","applyUrl":"https://jobs.ashbyhq.com/sierra/f391b10c-7a4a-42b4-9887-dd32b31d6e4e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own frontend across product and marketing surfaces: You will work across both our core product interface and customer-facing web pages, ensuring a cohesive, polished user experience across all touch points. This includes building features in the web app and also collaborating on our website to keep branding and user experience consistent and high-quality.
Lead design system and UI components: You’ll design, build, and maintain a scalable design system and reusable component library that empowers all our engineers and designers. By delivering robust, high-quality UI components and infrastructure, you will ensure consistency and excellence across all product surfaces. You’ll also collaborate with designers to establish guidelines and patterns, enabling the team to rapidly build beautiful, consistent UIs with confidence.
Craft pixel-perfect user experiences: Work closely with our design team to translate Figma designs into reality with pixel-perfect precision and delightful interactions. You will partner with designers to refine UI patterns and ensure every detail is right – from typography and spacing to motion and hover states. We care deeply about design craft, so you’ll sweat the details to build an interface that feels elegant, intuitive, and “just right” for users.
Champion frontend excellence: As the senior frontend expert, you will set and uphold high standards for performance, accessibility, and code quality. You’ll optimize our frontend for speed (efficient loading, bundle size, smooth rendering) and ensure our product works flawlessly across browsers and devices. You will also incorporate best practices for accessibility and internationalization, making our product usable by all customers.
Move fast with pragmatism and quality: In our startup environment, you’ll iterate quickly to ship improvements and new features. You’ll make thoughtful engineering trade-offs that balance rapid delivery with maintainability and polish. This means knowing when to build a quick solution and when to invest in the long-term path – always keeping user experience and business impact in mind.
Full-stack involvement: While your focus will be frontend, you should be comfortable venturing into the backend when needed. You’ll integrate frontend features with our GraphQL API and occasionally update server-side code (we use Go/gqlgen) to unblock frontend work. In short, you’ll do what it takes across the stack to deliver a great end-to-end product experience – without ever sacrificing our high bar for UI quality.
Frontend expertise and modern skills: Extensive experience (5+ years) building world-class web interfaces using React, TypeScript, HTML and CSS. You have a proven track record of shipping polished user interfaces in production products . Bonus points if you’ve worked with Tailwind or similar modern CSS frameworks for rapid development.
Design sense and attention to detail: You have a keen eye for good design and care deeply about the details of the user experience. We look for people who share our passion for software craftsmanship and getting even the smallest details right—this aligns with Sierra’s value of craftsmanship. You take pride in creating pixel-perfect, intuitive UIs and will proactively fix even minor UI issues because you value quality.
Strong collaboration and communication: You excel at working closely with designers and product managers to achieve the best outcome. You partner with product and design teams to craft beautiful user experiences , and you communicate clearly about tradeoffs and solutions. You’re open to feedback and can articulate your ideas in discussions, ensuring everyone is on the same page.
Self-motivation and drive: You are intensely goal-oriented and proactive, able to take ownership of projects with minimal guidance. You’ve thrived in fast-paced environments and have a track record of delivering projects quickly and frequently. You can manage ambiguity and complexity, breaking down big problems into simple, workable solutions. In short, you get things done with speed and quality in equal measure.
Pragmatic problem-solving: You approach engineering with practicality. You make effective trade-offs between ideal solutions and pragmatic deliverables, always considering the user impact and long-term maintainability. You’re not ideological about technology – you choose the best tool for the job and can learn new technologies on the fly as needed.
Front-to-back understanding: While specializing in frontend, you have a solid understanding of backend fundamentals. You know how web APIs, databases, and servers work. If needed, you can read and write server-side code. In particular, experience with GraphQL APIs and/or Golang (our backend language) is a plus for this role.
Design systems experience: Previous experience building or contributing to design systems or component libraries – either at a company or in open-source—would be a big plus . This means you’ve helped create shared UI frameworks with Figma.
UI/UX specialization: An eye for user experience beyond coding —e.g. some experience with user research, visual design, or interaction design—would help you excel in crafting a delightful product. If you’ve worked closely with UX designers or have design skills yourself, that’s a bonus.
Domain experience: Exposure to AI or ML products, especially building UIs for complex data or AI-driven features. For example, if you’ve built chat interfaces, analytics dashboards, or enterprise SaaS products before, you’ll have useful relevant experience.
Full-stack prowess: Experience with our broader tech stack is helpful. This could mean familiarity with GraphQL (and libraries like gqlgen or Relay), Go or other back-end languages, and cloud platforms. While not required, such experience means you can hit the ground running across our codebase .
Startup mentality: You’ve been an early engineer at a startup or small team before. You understand the intensity and flexibility needed in a startup environment and are excited to wear many hats. If you love taking initiative and having a broad impact, you’ll fit right in.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Own frontend across product and marketing surfaces: You will work across both our core product interface and customer-facing web pages, ensuring a cohesive, polished user experience across all touch points. This includes building features in the web app and also collaborating on our website to keep branding and user experience consistent and high-quality.\n\n - Lead design system and UI components: You’ll design, build, and maintain a scalable design system and reusable component library that empowers all our engineers and designers. By delivering robust, high-quality UI components and infrastructure, you will ensure consistency and excellence across all product surfaces. You’ll also collaborate with designers to establish guidelines and patterns, enabling the team to rapidly build beautiful, consistent UIs with confidence.\n\n - Craft pixel-perfect user experiences: Work closely with our design team to translate Figma designs into reality with pixel-perfect precision and delightful interactions. You will partner with designers to refine UI patterns and ensure every detail is right – from typography and spacing to motion and hover states. We care deeply about design craft, so you’ll sweat the details to build an interface that feels elegant, intuitive, and “just right” for users.\n\n - Champion frontend excellence: As the senior frontend expert, you will set and uphold high standards for performance, accessibility, and code quality. You’ll optimize our frontend for speed (efficient loading, bundle size, smooth rendering) and ensure our product works flawlessly across browsers and devices. You will also incorporate best practices for accessibility and internationalization, making our product usable by all customers.\n\n - Move fast with pragmatism and quality: In our startup environment, you’ll iterate quickly to ship improvements and new features. You’ll make thoughtful engineering trade-offs that balance rapid delivery with maintainability and polish. This means knowing when to build a quick solution and when to invest in the long-term path – always keeping user experience and business impact in mind.\n\n - Full-stack involvement: While your focus will be frontend, you should be comfortable venturing into the backend when needed. You’ll integrate frontend features with our GraphQL API and occasionally update server-side code (we use Go/gqlgen) to unblock frontend work. In short, you’ll do what it takes across the stack to deliver a great end-to-end product experience – without ever sacrificing our high bar for UI quality.\n\n\nWHAT YOU'LL BRING:\n\n - Frontend expertise and modern skills: Extensive experience (5+ years) building world-class web interfaces using React, TypeScript, HTML and CSS. You have a proven track record of shipping polished user interfaces in production products . Bonus points if you’ve worked with Tailwind or similar modern CSS frameworks for rapid development.\n\n - Design sense and attention to detail: You have a keen eye for good design and care deeply about the details of the user experience. We look for people who share our passion for software craftsmanship and getting even the smallest details right—this aligns with Sierra’s value of craftsmanship. You take pride in creating pixel-perfect, intuitive UIs and will proactively fix even minor UI issues because you value quality.\n\n - Strong collaboration and communication: You excel at working closely with designers and product managers to achieve the best outcome. You partner with product and design teams to craft beautiful user experiences , and you communicate clearly about tradeoffs and solutions. You’re open to feedback and can articulate your ideas in discussions, ensuring everyone is on the same page.\n\n - Self-motivation and drive: You are intensely goal-oriented and proactive, able to take ownership of projects with minimal guidance. You’ve thrived in fast-paced environments and have a track record of delivering projects quickly and frequently. You can manage ambiguity and complexity, breaking down big problems into simple, workable solutions. In short, you get things done with speed and quality in equal measure.\n\n - Pragmatic problem-solving: You approach engineering with practicality. You make effective trade-offs between ideal solutions and pragmatic deliverables, always considering the user impact and long-term maintainability. You’re not ideological about technology – you choose the best tool for the job and can learn new technologies on the fly as needed.\n\n - Front-to-back understanding: While specializing in frontend, you have a solid understanding of backend fundamentals. You know how web APIs, databases, and servers work. If needed, you can read and write server-side code. In particular, experience with GraphQL APIs and/or Golang (our backend language) is a plus for this role.\n\n\nEVEN BETTER...\n\n - Design systems experience: Previous experience building or contributing to design systems or component libraries – either at a company or in open-source—would be a big plus . This means you’ve helped create shared UI frameworks with Figma.\n\n - UI/UX specialization: An eye for user experience beyond coding —e.g. some experience with user research, visual design, or interaction design—would help you excel in crafting a delightful product. If you’ve worked closely with UX designers or have design skills yourself, that’s a bonus.\n\n - Domain experience: Exposure to AI or ML products, especially building UIs for complex data or AI-driven features. For example, if you’ve built chat interfaces, analytics dashboards, or enterprise SaaS products before, you’ll have useful relevant experience.\n\n - Full-stack prowess: Experience with our broader tech stack is helpful. This could mean familiarity with GraphQL (and libraries like gqlgen or Relay), Go or other back-end languages, and cloud platforms. While not required, such experience means you can hit the ground running across our codebase .\n\n - Startup mentality: You’ve been an early engineer at a startup or small team before. You understand the intensity and flexibility needed in a startup environment and are excited to wear many hats. If you love taking initiative and having a broad impact, you’ll fit right in.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $290K","compensationTiers":[{"id":"80657de5-665b-44e3-a2b1-4d781960e71f","tierSummary":"$230K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ecc16e59-8e31-4572-be5c-907c6b32b267","summary":"$230K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":290000},{"id":"34137942-226a-44ca-8bf4-1d7bbcda1934","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"f4319197-e898-4756-a7f2-af884fe1e0c7","title":"Software Engineer, Intelligence","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-27T03:08:22.529+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f4319197-e898-4756-a7f2-af884fe1e0c7","applyUrl":"https://jobs.ashbyhq.com/sierra/f4319197-e898-4756-a7f2-af884fe1e0c7/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build the Intelligence layer at Sierra. You’ll work on systems that analyze millions of agent interactions and generate insights that improve agent performance and customer outcomes.
Turn conversations into insights. You’ll build systems for analyzing, clustering, and exploring large-scale conversational data.
Enable evaluation and experimentation. You’ll design systems that allow us and our customers to measure agent quality and run experiments.
Develop learning systems. You’ll work on retrieval, ranking, personalization, and feedback loops that make agents more effective over time.
A passion for being on the frontier of AI products.
Strong software engineering fundamentals and experience building production systems.
Experience working with data systems, analytics, or machine learning-driven products.
Motivation and high-agency to drive outcomes in a fast-moving environment.
4+ years hands-on experience building production systems or data products.
Degree in Computer Science or related field, or equivalent professional experience.
Experience with retrieval, ranking, or recommendation systems.
Experience building analytics or data exploration tools.
Experience working with large-scale data systems.
Experience building AI-powered products.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build the Intelligence layer at Sierra. You’ll work on systems that analyze millions of agent interactions and generate insights that improve agent performance and customer outcomes.\n\n - Turn conversations into insights. You’ll build systems for analyzing, clustering, and exploring large-scale conversational data.\n\n - Enable evaluation and experimentation. You’ll design systems that allow us and our customers to measure agent quality and run experiments.\n\n - Develop learning systems. You’ll work on retrieval, ranking, personalization, and feedback loops that make agents more effective over time.\n\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Strong software engineering fundamentals and experience building production systems.\n\n - Experience working with data systems, analytics, or machine learning-driven products.\n\n - Motivation and high-agency to drive outcomes in a fast-moving environment.\n\n - 4+ years hands-on experience building production systems or data products.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER\n\n - Experience with retrieval, ranking, or recommendation systems.\n\n - Experience building analytics or data exploration tools.\n\n - Experience working with large-scale data systems.\n\n - Experience building AI-powered products.\n\n\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"548eccd8-85c7-4cfa-a145-1c6ba5c17dc2","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-06-12T17:19:05.111+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/548eccd8-85c7-4cfa-a145-1c6ba5c17dc2","applyUrl":"https://jobs.ashbyhq.com/sierra/548eccd8-85c7-4cfa-a145-1c6ba5c17dc2/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"38f06024-4ee9-47d6-a36f-f2791ac1e412","title":"Product Manager, Agent Development (French speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:29:47.706+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/38f06024-4ee9-47d6-a36f-f2791ac1e412","applyUrl":"https://jobs.ashbyhq.com/sierra/38f06024-4ee9-47d6-a36f-f2791ac1e412/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Professional fluency in both French and English.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Professional fluency in both French and English.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"ba29531a-f8d2-458e-b0cd-e4176e7f0799","title":"Performance Marketing Manager","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-20T05:27:31.135+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ba29531a-f8d2-458e-b0cd-e4176e7f0799","applyUrl":"https://jobs.ashbyhq.com/sierra/ba29531a-f8d2-458e-b0cd-e4176e7f0799/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build and scale Sierra's performance marketing function by defining and executing the strategy that turns paid spend into pipeline. Own paid search and paid social end-to-end, including channel strategy, campaign execution, and the systems needed to scale.
Own pipeline and budget performance, managing a quarterly pipeline target and multi-million-dollar advertising budget. Make data-driven investment decisions and use forecasting, attribution, and reporting to optimize efficiency and demonstrate ROI.
Lead strategy through execution, defining account and persona targeting, messaging, and competitive positioning while also building campaigns, optimizing bids, allocating budget, and developing high-performing ad copy and creative.
Drive a culture of rapid experimentation by continuously testing audiences, messaging, creative, channels, and campaign strategies. Quickly identify what works, double down on successful initiatives, and iterate away from underperforming tactics.
Leverage AI to multiply impact, automating meaningful aspects of the marketing workflow to increase speed, scale experimentation, and expand the team's reach beyond what a traditional performance marketing function could achieve.
You'll partner closely with Sales, Marketing, Marketing/Revenue Ops, and Customer & Product Marketing to align on target accounts, messaging, campaigns, data, attribution, and pipeline performance, while reporting into marketing leadership with the autonomy to set strategy and the visibility to drive measurable business impact.
7–10 years of B2B performance marketing experience with deep, hands-on ownership of paid search and paid social, including expert-level proficiency across Google Ads, Microsoft/Bing Ads, LinkedIn Ads, and Meta/Facebook Ads.
Proven success owning pipeline and budget performance, managing multi-million-dollar quarterly ad budgets, maximizing ROAS, partnering closely with Sales in a sales-led motion, and using attribution, forecasting, and marketing operations to connect spend to pipeline and revenue.
Strong strategic and executional capabilities, with the ability to develop account and persona targeting, messaging, and competitive positioning while also executing campaign structure, platform optimization, bid strategy, budget allocation, copy, and creative.
A data-driven operator with a bias for experimentation, who treats every campaign as a learning opportunity, translates complex data into actionable insights, and continuously optimizes performance based on results.
A self-starter who thrives in fast-paced, high-growth environments, embraces ambiguity, is excited by AI and its applications to marketing, and is motivated by building scalable programs and processes from the ground up.
Hands-on experience with modern GTM tooling, including Clay and data enrichment platforms, along with experience executing ABM strategies for high-ACV, named-account sales motions.
Experience marketing technical or AI products to sophisticated B2B buyers, with a strong point of view on measurement and attribution in a privacy-first, post-cookie world.
A relentless experimentation mindset, with a constant backlog of ideas to test and optimize, always looking for new ways to improve targeting, performance, and growth..
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Build and scale Sierra's performance marketing function by defining and executing the strategy that turns paid spend into pipeline. Own paid search and paid social end-to-end, including channel strategy, campaign execution, and the systems needed to scale.\n\n - Own pipeline and budget performance, managing a quarterly pipeline target and multi-million-dollar advertising budget. Make data-driven investment decisions and use forecasting, attribution, and reporting to optimize efficiency and demonstrate ROI.\n\n - Lead strategy through execution, defining account and persona targeting, messaging, and competitive positioning while also building campaigns, optimizing bids, allocating budget, and developing high-performing ad copy and creative.\n\n - Drive a culture of rapid experimentation by continuously testing audiences, messaging, creative, channels, and campaign strategies. Quickly identify what works, double down on successful initiatives, and iterate away from underperforming tactics.\n\n - Leverage AI to multiply impact, automating meaningful aspects of the marketing workflow to increase speed, scale experimentation, and expand the team's reach beyond what a traditional performance marketing function could achieve.\n\n - You'll partner closely with Sales, Marketing, Marketing/Revenue Ops, and Customer & Product Marketing to align on target accounts, messaging, campaigns, data, attribution, and pipeline performance, while reporting into marketing leadership with the autonomy to set strategy and the visibility to drive measurable business impact.\n\n\nWHAT YOU'LL BRING:\n\n - 7–10 years of B2B performance marketing experience with deep, hands-on ownership of paid search and paid social, including expert-level proficiency across Google Ads, Microsoft/Bing Ads, LinkedIn Ads, and Meta/Facebook Ads.\n\n - Proven success owning pipeline and budget performance, managing multi-million-dollar quarterly ad budgets, maximizing ROAS, partnering closely with Sales in a sales-led motion, and using attribution, forecasting, and marketing operations to connect spend to pipeline and revenue.\n\n - Strong strategic and executional capabilities, with the ability to develop account and persona targeting, messaging, and competitive positioning while also executing campaign structure, platform optimization, bid strategy, budget allocation, copy, and creative.\n\n - A data-driven operator with a bias for experimentation, who treats every campaign as a learning opportunity, translates complex data into actionable insights, and continuously optimizes performance based on results.\n\n - A self-starter who thrives in fast-paced, high-growth environments, embraces ambiguity, is excited by AI and its applications to marketing, and is motivated by building scalable programs and processes from the ground up.\n\n\nEVEN BETTER...\n\n - Hands-on experience with modern GTM tooling, including Clay and data enrichment platforms, along with experience executing ABM strategies for high-ACV, named-account sales motions.\n\n - Experience marketing technical or AI products to sophisticated B2B buyers, with a strong point of view on measurement and attribution in a privacy-first, post-cookie world.\n\n - A relentless experimentation mindset, with a constant backlog of ideas to test and optimize, always looking for new ways to improve targeting, performance, and growth..\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"4237a149-2a76-4211-9d18-a71289e5a4bc","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"5164be24-16a4-433f-9396-4c116f3b1863","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"ff5101c4-1458-48c5-80a3-2900470a68d6","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"4892f01e-8871-4b32-8963-527f1cf8db5d","title":"Product Manager, Agent Development (Spanish speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:31:58.791+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4892f01e-8871-4b32-8963-527f1cf8db5d","applyUrl":"https://jobs.ashbyhq.com/sierra/4892f01e-8871-4b32-8963-527f1cf8db5d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Professional fluency in both Spanish and English.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Professional fluency in both Spanish and English.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"c25ca18c-dbe6-439d-9a40-ce23b40c323c","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2025-07-29T00:28:56.262+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c25ca18c-dbe6-439d-9a40-ce23b40c323c","applyUrl":"https://jobs.ashbyhq.com/sierra/c25ca18c-dbe6-439d-9a40-ce23b40c323c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9ebc3a79-82bf-478d-bd98-d473d41bdeaf","title":"Software Engineer, Agent (German speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:27:31.304+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9ebc3a79-82bf-478d-bd98-d473d41bdeaf","applyUrl":"https://jobs.ashbyhq.com/sierra/9ebc3a79-82bf-478d-bd98-d473d41bdeaf/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both German and English.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both German and English.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9d9e7d4a-2a27-4f64-9b1f-d79c5d3f129a","title":"Software Engineer, Agent (French speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:27:50.024+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9d9e7d4a-2a27-4f64-9b1f-d79c5d3f129a","applyUrl":"https://jobs.ashbyhq.com/sierra/9d9e7d4a-2a27-4f64-9b1f-d79c5d3f129a/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both French and English.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both French and English.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"2e5e46fd-9444-4768-94aa-2ef2bba54618","title":"Enterprise Account Executive, Benelux","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Paris","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-06T10:44:01.664+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"France","addressLocality":"Paris"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2e5e46fd-9444-4768-94aa-2ef2bba54618","applyUrl":"https://jobs.ashbyhq.com/sierra/2e5e46fd-9444-4768-94aa-2ef2bba54618/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in French, Dutch, and English.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in French, Dutch, and English.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€210K – €295K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"€210K - €295K","compensationTiers":[{"id":"4022f7b8-d058-48e8-959f-9e0d5e9ec06c","tierSummary":"€210K – €295K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"ce7a07f3-a733-422b-9d2c-e4d5c0c2e9d3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"bb887330-1ded-4613-bea8-733b7f454681","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"id":"3810de99-1d9c-47f6-97db-6aa5f23b4297","summary":"€210K – €295K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":295000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":295000}]}},{"id":"aadfc0a0-93f6-454b-9767-c24793fa3eff","title":"Software Engineer, Agent (Spanish speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-08-21T19:28:09.367+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/aadfc0a0-93f6-454b-9767-c24793fa3eff","applyUrl":"https://jobs.ashbyhq.com/sierra/aadfc0a0-93f6-454b-9767-c24793fa3eff/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both Spanish and English.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences. Professional fluency in both Spanish and English.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9f5b273f-1604-4b5b-bbbb-13cf0af35150","title":"Enterprise Account Executive, Europe (Italian speaking)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2025-12-04T20:40:55.385+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9f5b273f-1604-4b5b-bbbb-13cf0af35150","applyUrl":"https://jobs.ashbyhq.com/sierra/9f5b273f-1604-4b5b-bbbb-13cf0af35150/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in both German and English.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in both German and English.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"ef109d91-43de-4f96-94e5-fac6f1d8c8e1","title":"Enterprise Account Executive, Spain","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Madrid","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-04-28T14:40:03.110+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Spain","addressLocality":"Madrid"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ef109d91-43de-4f96-94e5-fac6f1d8c8e1","applyUrl":"https://jobs.ashbyhq.com/sierra/ef109d91-43de-4f96-94e5-fac6f1d8c8e1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in both Spanish and English.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in both Spanish and English.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"b81e10f9-96cc-4e97-861b-8dc0fc5a6ddd","title":"SEO Manager","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-20T05:28:43.869+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b81e10f9-96cc-4e97-861b-8dc0fc5a6ddd","applyUrl":"https://jobs.ashbyhq.com/sierra/b81e10f9-96cc-4e97-861b-8dc0fc5a6ddd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Define and execute Sierra's SEO strategy to capture and maintain top rankings across both traditional search engines and AI answer engines, driving organic growth on high-priority terms.
Build and scale an AI-powered content engine, producing high-quality content and gated assets that attract enterprise buyers, establish topical authority, and support both organic and paid demand generation.
Optimize website performance and authority, owning technical SEO, site architecture, page speed, internal linking, and external backlink strategy to improve crawlability, indexing, rankings, and domain authority.
Lead Sierra's AI search strategy (AEO/GEO) by ensuring content is cited and recommended in AI-generated answers while continuously monitoring rankings across Google and LLMs to adapt to evolving search behavior.
Measure and communicate SEO impact, using data to connect rankings, traffic, leads, and pipeline, and continuously optimize investments based on business outcomes.
You'll partner closely with Product Marketing and Campaigns to turn search insight into assets that rank and convert, and with the web team to ship the technical changes that move rankings. You'll work alongside the performance team to feed organic-built resources into their programs, and share a pipeline goal with the broader GTM team.
7–10 years of SEO experience driving organic growth for B2B and technical audiences, with a proven track record of improving rankings, organic visibility, and pipeline—not just traffic.
Deep technical SEO expertise, including site architecture, crawlability, indexation, page performance, structured data/schema markup, and optimizing content for both traditional search engines and AI/LLM discovery.
Strong content strategy and editorial judgment, with the ability to create high-quality content that resonates with enterprise buyers while leveraging AI to scale content production without sacrificing quality.
A strategic, data-driven mindset, proficient with Google Search Console, GA, Ahrefs/Semrush, LLM rank tracking, and analytics tools to translate complex SEO data into actionable business insights.
A self-starter who thrives in high-growth environments, embraces AI and automation, and is motivated to build and own a scalable, pipeline-focused SEO function from the ground up.
Experience with programmatic SEO: generating high-quality pages at scale using templates, data, and AI.
International SEO experience (hreflang, localized content, multi-market strategy) to support Sierra's expansion across markets like France, Spain, and the UK and Ireland.
A constant backlog of experiments you're eager to run, with the discipline to scale what works and move on from what doesn't.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Define and execute Sierra's SEO strategy to capture and maintain top rankings across both traditional search engines and AI answer engines, driving organic growth on high-priority terms.\n\n - Build and scale an AI-powered content engine, producing high-quality content and gated assets that attract enterprise buyers, establish topical authority, and support both organic and paid demand generation.\n\n - Optimize website performance and authority, owning technical SEO, site architecture, page speed, internal linking, and external backlink strategy to improve crawlability, indexing, rankings, and domain authority.\n\n - Lead Sierra's AI search strategy (AEO/GEO) by ensuring content is cited and recommended in AI-generated answers while continuously monitoring rankings across Google and LLMs to adapt to evolving search behavior.\n\n - Measure and communicate SEO impact, using data to connect rankings, traffic, leads, and pipeline, and continuously optimize investments based on business outcomes.\n\n - You'll partner closely with Product Marketing and Campaigns to turn search insight into assets that rank and convert, and with the web team to ship the technical changes that move rankings. You'll work alongside the performance team to feed organic-built resources into their programs, and share a pipeline goal with the broader GTM team.\n\n\nWHAT YOU'LL BRING\n\n - 7–10 years of SEO experience driving organic growth for B2B and technical audiences, with a proven track record of improving rankings, organic visibility, and pipeline—not just traffic.\n\n - Deep technical SEO expertise, including site architecture, crawlability, indexation, page performance, structured data/schema markup, and optimizing content for both traditional search engines and AI/LLM discovery.\n\n - Strong content strategy and editorial judgment, with the ability to create high-quality content that resonates with enterprise buyers while leveraging AI to scale content production without sacrificing quality.\n\n - A strategic, data-driven mindset, proficient with Google Search Console, GA, Ahrefs/Semrush, LLM rank tracking, and analytics tools to translate complex SEO data into actionable business insights.\n\n - A self-starter who thrives in high-growth environments, embraces AI and automation, and is motivated to build and own a scalable, pipeline-focused SEO function from the ground up.\n\n\nEVEN BETTER...\n\n - Experience with programmatic SEO: generating high-quality pages at scale using templates, data, and AI.\n\n - International SEO experience (hreflang, localized content, multi-market strategy) to support Sierra's expansion across markets like France, Spain, and the UK and Ireland.\n\n - A constant backlog of experiments you're eager to run, with the discipline to scale what works and move on from what doesn't.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"c2e5415b-131d-4e97-adee-020ee7d5520d","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"fffb7011-7243-4b9e-82b2-d0261bedbab9","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"6760ea07-b34a-480f-88ce-8648e9f5242e","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"7bfa7b6b-ead1-461c-ae3d-21c9f92b8836","title":"Project Manager, Real Estate Operations","department":"Operations","team":"Workplace","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-21T21:59:08.825+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7bfa7b6b-ead1-461c-ae3d-21c9f92b8836","applyUrl":"https://jobs.ashbyhq.com/sierra/7bfa7b6b-ead1-461c-ae3d-21c9f92b8836/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Project Manager on Sierra’s Real Estate team, you will play a pivotal role in shaping our global footprint and driving the operational success of the company. You’ll manage the full lifecycle of commercial construction projects—from initial design through occupancy—while partnering closely with our internal operations team and external partners to ensure our expansion initiatives run smoothly and efficiently.
In addition, you’ll serve as the primary point of contact for facilities support, working with local office managers to maintain seamless operations across our existing workplaces. As part of a small team, you’ll be a self-starter who’s willing to roll up your sleeves and do what it takes to support Sierra’s spaces.
This role is based in San Francisco, CA, with occasional travel to project sites. As an in-office-first company, we expect this position to be onsite 4–5 days per week.
Additional responsibilities include:
Execute a wide range of projects simultaneously—from complex retrofits to large-scale buildouts—ensuring each is accurately defined, adequately staffed, and delivered on time and within budget.
Lead critical project management initiatives and specialty programs, such as EBCs and other unique construction efforts.
Collaborate cross-functionally with teams like Operations, IT, Finance, Recruiting, and external stakeholders, including contractors and architects.
Support capital and facilities budget planning, variance tracking, and financial reporting for all projects.
Conduct detailed project estimating, budgeting, and financial analysis to ensure fiscal responsibility and efficiency.
Support office management staff to ensure existing operations are highly functional and uniform across all offices.
Lead vendor management and contract administration.
Evaluate and continue to improve our facilities operations processes.
Engage and actively manage external vendors to deliver high-quality work.
Have 4+ years of experience delivering commercial and workplace interiors, including tenant improvement (TI) projects ranging in scale.
A background in interior design or construction project management and have directly managed commercial TI projects.
Have led or supported multiple simultaneous projects, with a track record of delivering on time, within budget, and to a high standard.
Expertise in construction budgeting, forecasting, and financial analysis.
Relationship-building skills with external vendors.
Strong leadership and collaboration skills with colleagues and partners at all levels
Thrive in a fast-paced culture.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs a Project Manager on Sierra’s Real Estate team, you will play a pivotal role in shaping our global footprint and driving the operational success of the company. You’ll manage the full lifecycle of commercial construction projects—from initial design through occupancy—while partnering closely with our internal operations team and external partners to ensure our expansion initiatives run smoothly and efficiently.\n\nIn addition, you’ll serve as the primary point of contact for facilities support, working with local office managers to maintain seamless operations across our existing workplaces. As part of a small team, you’ll be a self-starter who’s willing to roll up your sleeves and do what it takes to support Sierra’s spaces.\n\nThis role is based in San Francisco, CA, with occasional travel to project sites. As an in-office-first company, we expect this position to be onsite 4–5 days per week.\n\nAdditional responsibilities include:\n\n - Execute a wide range of projects simultaneously—from complex retrofits to large-scale buildouts—ensuring each is accurately defined, adequately staffed, and delivered on time and within budget.\n\n - Lead critical project management initiatives and specialty programs, such as EBCs and other unique construction efforts.\n\n - Collaborate cross-functionally with teams like Operations, IT, Finance, Recruiting, and external stakeholders, including contractors and architects.\n\n - Support capital and facilities budget planning, variance tracking, and financial reporting for all projects.\n\n - Conduct detailed project estimating, budgeting, and financial analysis to ensure fiscal responsibility and efficiency.\n\n - Support office management staff to ensure existing operations are highly functional and uniform across all offices.\n\n - Lead vendor management and contract administration.\n\n - Evaluate and continue to improve our facilities operations processes.\n\n - Engage and actively manage external vendors to deliver high-quality work.\n\n\nWHAT YOU’LL BRING\n\n - Have 4+ years of experience delivering commercial and workplace interiors, including tenant improvement (TI) projects ranging in scale.\n\n - A background in interior design or construction project management and have directly managed commercial TI projects.\n\n - Have led or supported multiple simultaneous projects, with a track record of delivering on time, within budget, and to a high standard.\n\n - Expertise in construction budgeting, forecasting, and financial analysis.\n\n - Relationship-building skills with external vendors.\n\n - Strong leadership and collaboration skills with colleagues and partners at all levels\n\n - Thrive in a fast-paced culture.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$150K – $180K • Offers Equity","scrapeableCompensationSalarySummary":"$150K - $180K","compensationTiers":[{"id":"5f678e67-0b1f-4882-9bd1-2473178d661a","tierSummary":"$150K – $180K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"6e1c7ac8-2efe-4e7c-955b-3c166dc86446","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"a7630dc8-d373-4a67-bf02-aa2e19bca0f5","summary":"$150K – $180K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":180000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":180000}]}},{"id":"c7e3f330-6649-4c42-920d-eb267ebd6d16","title":"Business Development","department":"Partnerships","team":"Partnerships","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-01-14T17:08:53.435+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c7e3f330-6649-4c42-920d-eb267ebd6d16","applyUrl":"https://jobs.ashbyhq.com/sierra/c7e3f330-6649-4c42-920d-eb267ebd6d16/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Business Development Lead, you’ll play a critical role in building and nurturing a robust ecosystem of partners and stakeholders around Sierra, amplifying our reach and market impact.
Industry Partnerships
Identify, source, and execute partnerships with key industry players and technology platforms
Own partnership discovery, deal structuring, and ongoing relationship management
Customer & Distribution Channels
Experiment with and develop alliances and distribution channels beyond direct sales
Leverage Sierra’s network of investors, partners, and industry influencers to generate inbound interest and introductions
GTM Collaboration
Work closely with Sales and Marketing to support GTM efforts through partnerships and ecosystem-driven initiatives
Ensure partnerships are effectively enabled and integrated into existing GTM motions
Market Intelligence & Expansion
Gather partner and customer insights to inform product and GTM decisions
Support exploration of new industries, use cases, and geographies through hands-on research and partner engagement
8+ years of experience in business development, partnerships, or related roles in tech
Demonstrated success sourcing, structuring, and closing complex, high-impact partnerships
Comfort building and sustaining relationships with senior executives and decision-makers
Analytical and execution-oriented mindset with the ability to assess opportunities and act independently
Ability to thrive in ambiguity and operate autonomously in a fast-moving startup environment
Prior experience at a high-growth AI or enterprise SaaS startup
Deep expertise in a few of our key industries: financial services, healthcare, telecommunications, media, travel, transportation and hospitality, retain and consumer goods, and/or technology
Experience structuring and managing ecosystem partnerships
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs a Business Development Lead, you’ll play a critical role in building and nurturing a robust ecosystem of partners and stakeholders around Sierra, amplifying our reach and market impact.\n\n - Industry Partnerships\n \n - Identify, source, and execute partnerships with key industry players and technology platforms\n \n - Own partnership discovery, deal structuring, and ongoing relationship management\n\n - Customer & Distribution Channels\n \n - Experiment with and develop alliances and distribution channels beyond direct sales\n \n - Leverage Sierra’s network of investors, partners, and industry influencers to generate inbound interest and introductions\n\n - GTM Collaboration\n \n - Work closely with Sales and Marketing to support GTM efforts through partnerships and ecosystem-driven initiatives\n \n - Ensure partnerships are effectively enabled and integrated into existing GTM motions\n\n - Market Intelligence & Expansion\n \n - Gather partner and customer insights to inform product and GTM decisions\n \n - Support exploration of new industries, use cases, and geographies through hands-on research and partner engagement\n\n\nWHAT YOU'LL BRING\n\n - 8+ years of experience in business development, partnerships, or related roles in tech\n\n - Demonstrated success sourcing, structuring, and closing complex, high-impact partnerships\n\n - Comfort building and sustaining relationships with senior executives and decision-makers\n\n - Analytical and execution-oriented mindset with the ability to assess opportunities and act independently\n\n - Ability to thrive in ambiguity and operate autonomously in a fast-moving startup environment\n\n\nEVEN BETTER...\n\n - Prior experience at a high-growth AI or enterprise SaaS startup\n\n - Deep expertise in a few of our key industries: financial services, healthcare, telecommunications, media, travel, transportation and hospitality, retain and consumer goods, and/or technology\n\n - Experience structuring and managing ecosystem partnerships\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$210K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$210K - $290K","compensationTiers":[{"id":"f08793d8-4108-49f8-963b-8faf1c154468","tierSummary":"$210K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"d589914d-885b-4b9c-be6f-867ec92ff16b","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"8639810f-b751-4714-835e-6b5e23a037e6","summary":"$210K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":210000,"maxValue":290000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":210000,"maxValue":290000}]}},{"id":"43e6eda7-6e46-43e8-82a5-6e5035f063bb","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-03T07:18:54.318+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/43e6eda7-6e46-43e8-82a5-6e5035f063bb","applyUrl":"https://jobs.ashbyhq.com/sierra/43e6eda7-6e46-43e8-82a5-6e5035f063bb/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 295K – SGD 495K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 295K - SGD 495K","compensationTiers":[{"id":"fb7b7e52-e537-481d-a2a2-e024f3e4281f","tierSummary":"SGD 295K – SGD 495K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"cc17ac97-1994-46ba-986a-b854f3768e50","summary":"SGD 295K – SGD 495K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"id":"11c02694-4e16-4674-a76a-5b9d9ff54126","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"b514c750-efde-46ca-b9d3-6e76e64eb6c7","title":"Enterprise Account Executive","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-09T03:26:20.028+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b514c750-efde-46ca-b9d3-6e76e64eb6c7","applyUrl":"https://jobs.ashbyhq.com/sierra/b514c750-efde-46ca-b9d3-6e76e64eb6c7/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, address objections, and close deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers' needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early-stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, address objections, and close deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers' needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early-stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 335K – SGD 405K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"SGD 335K - SGD 405K","compensationTiers":[{"id":"eae0a16c-ab41-440a-9a5e-a58679fdd8c5","tierSummary":"SGD 335K – SGD 405K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"01b562b1-148d-4e16-a5fc-71bf35e2e43e","summary":"SGD 335K – SGD 405K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":335000,"maxValue":405000},{"id":"9101db6b-d218-4ab0-8acf-6b315eb666aa","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"ce3d17c8-3edc-4320-9b7d-b8ac1fafabdf","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"SGD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":335000,"maxValue":405000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"SGD","minValue":null,"maxValue":null}]}},{"id":"3914e14a-2339-4d49-97e8-3a0de793cfb1","title":"Software Engineer, Site Reliability (SRE)","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-10-21T16:14:19.273+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3914e14a-2339-4d49-97e8-3a0de793cfb1","applyUrl":"https://jobs.ashbyhq.com/sierra/3914e14a-2339-4d49-97e8-3a0de793cfb1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Software Engineer on our Site Reliability team at Sierra, you will be responsible for defining and building the foundation of reliability, observability, and scalability across Sierra’s AI-driven infrastructure. You’ll partner closely with our core engineering and product teams to ensure our systems are highly available, efficient, and built for growth.
Own Sierra’s observability stack—monitoring, alerting, logging, and tracing—to give engineers clear visibility into system health and performance.
Partner with product and platform engineers to design systems that are reliable and scalable from day one—not as an afterthought.
Design and implement scalable, reliable, and secure cloud infrastructure (AWS) using Terraform and modern DevOps tooling.
Improve the reliability and scalability of our LLM deployments, ensuring robust, performant, and cost-effective operation.
Lead improvements to deployment pipelines, CI/CD tooling, and incident management processes to reduce downtime and response time.
Define the foundation of SRE practices at Sierra, influencing culture, tooling, and best practices across the engineering org.
5+ years of hands-on experience in Site Reliability or Infrastructure engineering roles for complex SaaS or cloud-based systems.
Experience designing for availability, scalability, and reliability at both infrastructure and application layers.
Deep experience with Terraform, AWS services, container orchestration, and cloud networking (including IAM and VPC architecture).
Strong background in observability systems (e.g., Prometheus, Grafana, Datadog, or similar).
Experience working with enterprise customers and familiarity with their compliance and networking needs along with integration patterns.
Comfortable working in fast-moving environments and collaborating across product, ML, and core engineering teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Experience with LLM infrastructure — optimizing inference performance, managing fine-tuned models, or large-scale model deployment.
Past experience in an early-stage startup environment, especially defining SRE culture and tooling from scratch.
Familiarity with incident management automation or self-healing infrastructure patterns.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs a Software Engineer on our Site Reliability team at Sierra, you will be responsible for defining and building the foundation of reliability, observability, and scalability across Sierra’s AI-driven infrastructure. You’ll partner closely with our core engineering and product teams to ensure our systems are highly available, efficient, and built for growth.\n\n - Own Sierra’s observability stack—monitoring, alerting, logging, and tracing—to give engineers clear visibility into system health and performance.\n\n - Partner with product and platform engineers to design systems that are reliable and scalable from day one—not as an afterthought.\n\n - Design and implement scalable, reliable, and secure cloud infrastructure (AWS) using Terraform and modern DevOps tooling.\n\n - Improve the reliability and scalability of our LLM deployments, ensuring robust, performant, and cost-effective operation.\n\n - Lead improvements to deployment pipelines, CI/CD tooling, and incident management processes to reduce downtime and response time.\n\n - Define the foundation of SRE practices at Sierra, influencing culture, tooling, and best practices across the engineering org.\n\n\nWHAT YOU'LL BRING\n\n - 5+ years of hands-on experience in Site Reliability or Infrastructure engineering roles for complex SaaS or cloud-based systems.\n\n - Experience designing for availability, scalability, and reliability at both infrastructure and application layers.\n\n - Deep experience with Terraform, AWS services, container orchestration, and cloud networking (including IAM and VPC architecture).\n\n - Strong background in observability systems (e.g., Prometheus, Grafana, Datadog, or similar).\n\n - Experience working with enterprise customers and familiarity with their compliance and networking needs along with integration patterns.\n\n - Comfortable working in fast-moving environments and collaborating across product, ML, and core engineering teams.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience with LLM infrastructure — optimizing inference performance, managing fine-tuned models, or large-scale model deployment.\n\n - Past experience in an early-stage startup environment, especially defining SRE culture and tooling from scratch.\n\n - Familiarity with incident management automation or self-healing infrastructure patterns.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"144cdac0-5090-44ca-bdad-5eff3b69d8a5","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"5f0fce86-d55e-473f-95b4-b705d955f6c3","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"f8e81aff-c12a-4c0d-b93e-41d68fa01bec","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"2dee25a0-a0c1-425e-b67a-9d49fc821369","title":"Engineering Manager, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-03T21:17:58.012+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2dee25a0-a0c1-425e-b67a-9d49fc821369","applyUrl":"https://jobs.ashbyhq.com/sierra/2dee25a0-a0c1-425e-b67a-9d49fc821369/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead the design and delivery of production-grade AI agents: You’ll manage and grow a team of engineers building highly performant, reliable, and intuitive AI agents that are central, mission-critical, and directly drive Sierra’s growth. These aren’t prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. You’ll ensure technical excellence, operational reliability, and high customer impact.
Own the Agent Development Life Cycle (ADLC): You’ll guide your team through the full lifecycle—from initial pilot through deployment and continuous iteration—coaching engineers to set and maintain the standard for ADLC best practices. You’ll ensure projects are delivered on time, meet customer needs, and scale effectively in production environments.
Partner with large enterprises and cutting-edge startups: You’ll collaborate with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and guide your team in building AI agents that transform how they operate at scale. You’ll also work with innovative startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Shape the future of the platform: Your team’s direct work with customers will guide the evolution of Sierra’s core platform. You’ll surface unmet needs, prioritize initiatives, and collaborate with research, product, and platform teams to shape the future of AI agent development and Sierra’s product.
Experience leading engineering teams that build and scale end-to-end production systems
Strong technical problem-solving skills and the ability to guide teams through ambiguous, fast-changing environments
A leadership style that blends high standards with empathy, fostering both speed and quality
Proven ability to work closely with customers and translate business needs into technical deliverables
Excellent communication skills across technical and non-technical audiences
Degree in Computer Science or related field, or equivalent professional experience.
AI-related experience (experience developing AI agents a plus).
Experience building or deploying AI/LLM systems in production
Background as a founder, engineering lead, or startup builder with high ownership and urgency
Familiarity with tools for today’s AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Experience interfacing with customers or leading technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Lead the design and delivery of production-grade AI agents: You’ll manage and grow a team of engineers building highly performant, reliable, and intuitive AI agents that are central, mission-critical, and directly drive Sierra’s growth. These aren’t prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. You’ll ensure technical excellence, operational reliability, and high customer impact.\n\n - Own the Agent Development Life Cycle (ADLC): You’ll guide your team through the full lifecycle—from initial pilot through deployment and continuous iteration—coaching engineers to set and maintain the standard for ADLC best practices. You’ll ensure projects are delivered on time, meet customer needs, and scale effectively in production environments.\n\n - Partner with large enterprises and cutting-edge startups: You’ll collaborate with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and guide your team in building AI agents that transform how they operate at scale. You’ll also work with innovative startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Shape the future of the platform: Your team’s direct work with customers will guide the evolution of Sierra’s core platform. You’ll surface unmet needs, prioritize initiatives, and collaborate with research, product, and platform teams to shape the future of AI agent development and Sierra’s product.\n\n\nWHAT YOU'LL BRING\n\n - Experience leading engineering teams that build and scale end-to-end production systems\n\n - Strong technical problem-solving skills and the ability to guide teams through ambiguous, fast-changing environments\n\n - A leadership style that blends high standards with empathy, fostering both speed and quality\n\n - Proven ability to work closely with customers and translate business needs into technical deliverables\n\n - Excellent communication skills across technical and non-technical audiences\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience developing AI agents a plus).\n\n - Experience building or deploying AI/LLM systems in production\n\n - Background as a founder, engineering lead, or startup builder with high ownership and urgency\n\n - Familiarity with tools for today’s AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Experience interfacing with customers or leading technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$280K – $410K • Offers Equity","scrapeableCompensationSalarySummary":"$280K - $410K","compensationTiers":[{"id":"b1bb9352-b263-47e7-9552-d784807caf07","tierSummary":"$280K – $410K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"3cd85e00-7596-407a-8609-9ac7d70dffd4","summary":"$280K – $410K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":280000,"maxValue":410000},{"id":"32b9256b-c048-4b21-a674-5b184296ad40","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":280000,"maxValue":410000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"8d46d44c-8294-4807-a6b1-5087f0506a38","title":"Strategist, Agent Development (Spanish speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Madrid","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2025-10-24T15:07:32.473+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Spain","addressLocality":"Madrid"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8d46d44c-8294-4807-a6b1-5087f0506a38","applyUrl":"https://jobs.ashbyhq.com/sierra/8d46d44c-8294-4807-a6b1-5087f0506a38/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"b1fc320b-d0d2-4ca5-9ce3-2ce8f51cf70e","title":"Strategist, Agent Development (French speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Paris","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-10-24T15:05:41.371+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"France","addressLocality":"Paris"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b1fc320b-d0d2-4ca5-9ce3-2ce8f51cf70e","applyUrl":"https://jobs.ashbyhq.com/sierra/b1fc320b-d0d2-4ca5-9ce3-2ce8f51cf70e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€125K – €180K • Offers Equity","scrapeableCompensationSalarySummary":"€125K - €180K","compensationTiers":[{"id":"53b7c066-b366-46ab-a5d8-7b05ec9249c3","tierSummary":"€125K – €180K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7f3ed1da-958b-4e0c-9412-eb05d4b4e8e5","summary":"€125K – €180K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":125000,"maxValue":180000},{"id":"c34a031d-821b-451d-8c23-3342649ce137","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":125000,"maxValue":180000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"3437596e-e545-42a9-af82-9947fabf828c","title":"Strategist, Agent Development (Spanish speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-10-22T22:56:13.236+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3437596e-e545-42a9-af82-9947fabf828c","applyUrl":"https://jobs.ashbyhq.com/sierra/3437596e-e545-42a9-af82-9947fabf828c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ed38b1c1-2862-4e40-9894-3c6f20f7a785","title":"Strategist, Agent Development (French speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-10-22T22:56:08.948+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ed38b1c1-2862-4e40-9894-3c6f20f7a785","applyUrl":"https://jobs.ashbyhq.com/sierra/ed38b1c1-2862-4e40-9894-3c6f20f7a785/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"dc443fd1-14bd-493c-9397-c3713c78321c","title":"Product Manager, Agent Development","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-27T12:20:44.953+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/dc443fd1-14bd-493c-9397-c3713c78321c","applyUrl":"https://jobs.ashbyhq.com/sierra/dc443fd1-14bd-493c-9397-c3713c78321c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 230K – SGD 445K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 230K - SGD 445K","compensationTiers":[{"id":"e59cdc49-11c1-4aff-81ff-15017aa166e2","tierSummary":"SGD 230K – SGD 445K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"c94dac09-6731-43f9-9274-4e21110cb14b","summary":"SGD 230K – SGD 445K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":230000,"maxValue":445000},{"id":"a6218c4b-35e8-47b4-93dc-fbc3d80e4abf","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":230000,"maxValue":445000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"df431e56-56f5-42ed-bc62-7d6f7041bd27","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Madrid","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-05T10:55:00.657+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Spain","addressLocality":"Madrid"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/df431e56-56f5-42ed-bc62-7d6f7041bd27","applyUrl":"https://jobs.ashbyhq.com/sierra/df431e56-56f5-42ed-bc62-7d6f7041bd27/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€170K – €245K • Offers Equity","scrapeableCompensationSalarySummary":"€170K - €245K","compensationTiers":[{"id":"0cb27a08-c6c0-4f30-972e-ff978738d68f","tierSummary":"€170K – €245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"a5582340-9148-4be3-8337-0cb9aa6d8c57","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"be3cec56-0c86-4937-93d2-5c1297d4a524","summary":"€170K – €245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":170000,"maxValue":245000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":170000,"maxValue":245000}]}},{"id":"e9f85c28-882b-4fc6-b7e1-b24b17b54599","title":"Commercial Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-11-17T21:57:25.217+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e9f85c28-882b-4fc6-b7e1-b24b17b54599","applyUrl":"https://jobs.ashbyhq.com/sierra/e9f85c28-882b-4fc6-b7e1-b24b17b54599/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re hiring a Commercial Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in commercial contracts, but also someone who is also eager to broaden their scope across IP, regulatory, and product. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.
Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreement, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.
Operational Excellence: Help build out our commercial function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.
Expertise: Deep knowledge of practice areas that underpin the commercial practice, including contract law, IP and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual issues and be comfortable doing so.
Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.
Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.
Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.
Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.
2-6 years of legal experience, with a combination of both large law firm and in-house experience at a tech company.
A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.
Strong communication skills (verbal and written) and the ability to partner with both legal and non-legal stakeholders.
A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.
Experience of privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.
A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.
Law firm experience at a top-tier, internationally recognized law firm.
Experience working at a high-growth startup and operating with a sense of ownership.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nWe’re hiring a Commercial Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in commercial contracts, but also someone who is also eager to broaden their scope across IP, regulatory, and product. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.\n\n - Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreement, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.\n\n - Operational Excellence: Help build out our commercial function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.\n\n - Expertise: Deep knowledge of practice areas that underpin the commercial practice, including contract law, IP and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual issues and be comfortable doing so.\n\n - Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.\n\n - Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.\n\n - Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.\n\n - Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.\n\n\nWHAT YOU’LL BRING\n\n - 2-6 years of legal experience, with a combination of both large law firm and in-house experience at a tech company.\n\n - A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.\n\n - Strong communication skills (verbal and written) and the ability to partner with both legal and non-legal stakeholders.\n\n - A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.\n\n\nEVEN BETTER…\n\n - Experience of privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.\n\n - A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.\n\n - Law firm experience at a top-tier, internationally recognized law firm.\n\n - Experience working at a high-growth startup and operating with a sense of ownership.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$220K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$220K - $250K","compensationTiers":[{"id":"3eecb9cb-72e9-4a16-bfae-dca0999ea441","tierSummary":"$220K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"a93abb2b-43d0-4f1f-af08-115f33cd8a68","summary":"$220K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000},{"id":"57354d5f-6618-4a15-8e51-87eae22d3ff3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"6207b02d-d334-4000-b84e-2af779171838","title":"Software Engineer, Agent (Italian speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:47:18.493+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6207b02d-d334-4000-b84e-2af779171838","applyUrl":"https://jobs.ashbyhq.com/sierra/6207b02d-d334-4000-b84e-2af779171838/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"b89816c1-80b2-449b-b69e-2c261b8e9e23","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Paris","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-05T10:54:22.559+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"France","addressLocality":"Paris"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b89816c1-80b2-449b-b69e-2c261b8e9e23","applyUrl":"https://jobs.ashbyhq.com/sierra/b89816c1-80b2-449b-b69e-2c261b8e9e23/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalising product recommendations
Create generalisable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalising product recommendations\n\n - Create generalisable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€125K – €265K • Offers Equity","scrapeableCompensationSalarySummary":"€125K - €265K","compensationTiers":[{"id":"6fa9d6c4-36f3-4b8f-b630-d032a6802c0c","tierSummary":"€125K – €265K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"b3ca3328-2f54-4e21-83f4-fbbe65f95cf9","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"71a19374-438f-4497-8539-805623bf770f","summary":"€125K – €265K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":125000,"maxValue":265000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":125000,"maxValue":265000}]}},{"id":"9dc1651d-43e9-4970-a757-a5223cef1c4d","title":"Product Manager, Agent Development (Arabic speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:45:16.494+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9dc1651d-43e9-4970-a757-a5223cef1c4d","applyUrl":"https://jobs.ashbyhq.com/sierra/9dc1651d-43e9-4970-a757-a5223cef1c4d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"1045b1db-228b-40df-97d8-a8f9371d35bd","title":"Strategist, Agent Development (German speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:42:53.865+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1045b1db-228b-40df-97d8-a8f9371d35bd","applyUrl":"https://jobs.ashbyhq.com/sierra/1045b1db-228b-40df-97d8-a8f9371d35bd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"034c2c56-357f-4ed2-9da7-f4d36a999385","title":"Strategist, Agent Development (Arabic speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:43:47.710+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/034c2c56-357f-4ed2-9da7-f4d36a999385","applyUrl":"https://jobs.ashbyhq.com/sierra/034c2c56-357f-4ed2-9da7-f4d36a999385/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"2e07f536-bbaa-4cc0-957a-774ddf99de64","title":"Product Manager, Agent Development (Italian speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:45:42.176+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2e07f536-bbaa-4cc0-957a-774ddf99de64","applyUrl":"https://jobs.ashbyhq.com/sierra/2e07f536-bbaa-4cc0-957a-774ddf99de64/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build Enterprise-grade AI Agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with Customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the Product Roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU’LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"f20b6b17-bf41-42b6-9519-6d07871ab18d","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9fa5115d-8b85-4feb-9f9e-15ffb9713b60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06a2c31e-e8f7-4577-be96-2408acc00da2","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000}]}},{"id":"ce463311-0c6c-43d9-ab79-dd751743104f","title":"Software Engineer, Agent (Arabic speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:46:54.620+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ce463311-0c6c-43d9-ab79-dd751743104f","applyUrl":"https://jobs.ashbyhq.com/sierra/ce463311-0c6c-43d9-ab79-dd751743104f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"fe103c28-bc7e-433e-ad82-90a1655cba32","title":"Enterprise Account Executive, Europe (Arabic speaking)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:40:57.396+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/fe103c28-bc7e-433e-ad82-90a1655cba32","applyUrl":"https://jobs.ashbyhq.com/sierra/fe103c28-bc7e-433e-ad82-90a1655cba32/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£200K – £275K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"£200K - £275K","compensationTiers":[{"id":"cd8462d1-2ab3-4efc-b562-186d37017b5c","tierSummary":"£200K – £275K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"4ea4835b-e237-432b-9398-3062833dc9ba","summary":"£200K – £275K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":200000,"maxValue":275000},{"id":"f0a32c0c-8793-4a1d-b35c-7bc2931be572","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"6b7b8755-ec99-4657-a222-0a9b04ac8117","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":200000,"maxValue":275000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"GBP","minValue":null,"maxValue":null}]}},{"id":"0e73be8d-e05f-4c47-aa74-416b2984334c","title":"Strategist, Agent Development (Italian speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-04T20:44:15.997+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/0e73be8d-e05f-4c47-aa74-416b2984334c","applyUrl":"https://jobs.ashbyhq.com/sierra/0e73be8d-e05f-4c47-aa74-416b2984334c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"8646493c-93a6-482e-a810-4a0aa6e3438f","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Munich","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2025-12-16T18:57:31.442+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Germany","addressLocality":"Munich"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8646493c-93a6-482e-a810-4a0aa6e3438f","applyUrl":"https://jobs.ashbyhq.com/sierra/8646493c-93a6-482e-a810-4a0aa6e3438f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"44120ba5-4cf7-48a1-86af-7981c41c179e","title":"Strategist, Agent Development ","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Munich","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2025-12-16T18:58:15.203+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Germany","addressLocality":"Munich"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/44120ba5-4cf7-48a1-86af-7981c41c179e","applyUrl":"https://jobs.ashbyhq.com/sierra/44120ba5-4cf7-48a1-86af-7981c41c179e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"a9e0b5c2-3b06-4dba-94eb-ca8fb057d70c","title":"Sales Director, DACH","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Munich","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2025-12-16T19:01:03.524+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Germany","addressLocality":"Munich"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/a9e0b5c2-3b06-4dba-94eb-ca8fb057d70c","applyUrl":"https://jobs.ashbyhq.com/sierra/a9e0b5c2-3b06-4dba-94eb-ca8fb057d70c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€210K – €285K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"€210K - €285K","compensationTiers":[{"id":"4816e7ed-187f-4f25-997e-1c2fdcf29cd8","tierSummary":"€210K – €285K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"af17622b-0d73-4570-be1f-95adf27935db","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"id":"a660ae6e-5136-4191-abff-3f9b3a60bde1","summary":"€210K – €285K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":285000},{"id":"15241345-c653-4485-ad50-32c7cdc75e88","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":285000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"08d96098-7213-44af-98da-f62366189f3b","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-01-08T06:38:25.591+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/08d96098-7213-44af-98da-f62366189f3b","applyUrl":"https://jobs.ashbyhq.com/sierra/08d96098-7213-44af-98da-f62366189f3b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 230K – SGD 380K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 230K - SGD 380K","compensationTiers":[{"id":"6c7a4820-15d5-4abc-8d2b-58f899556f14","tierSummary":"SGD 230K – SGD 380K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"3354bd84-a5fe-4ca2-ba3f-422bcc36537c","summary":"SGD 230K – SGD 380K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":230000,"maxValue":380000},{"id":"fd35a125-a4f1-4127-a4fd-28090dcc0c52","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":230000,"maxValue":380000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9a630c65-af8c-461b-8fd4-b52ccb431f6f","title":"Technical Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-01-06T21:51:25.420+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9a630c65-af8c-461b-8fd4-b52ccb431f6f","applyUrl":"https://jobs.ashbyhq.com/sierra/9a630c65-af8c-461b-8fd4-b52ccb431f6f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting process for technical roles (engineering, product, data, and infrastructure), delivering a high-quality experience for candidates, interviewers, and hiring managers
Partner closely with hiring managers as a trusted advisor to define role requirements, develop compelling position profiles, and align on hiring priorities and timelines
Develop and execute targeted sourcing strategies across multiple channels (LinkedIn, referrals, communities, events, etc.) to attract both active and passive technical talent
Proactively identify, engage, and close top technical candidates in a competitive market
Manage and continuously optimize the interview process, ensuring efficiency, consistency, and equitable hiring practices
Track, analyze, and report on key recruiting metrics (pipeline health, time-to-fill, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence
5+ years of full-cycle recruiting experience, preferably in a fast-paced, high-growth tech environment.
Proven ability to develop and execute recruiting strategies that align with business objectives.
A well-established network within the tech industry and a passion for building new connections.
Ability to navigate ambiguity in order to adapt to the ever-changing needs of a growing organization.
Proficiency in using recruiting metrics and data to inform decisions and improve processes.
Strong collaboration skills with a willingness to work cross-functionally to achieve Sierra’s goals.
Understanding of technical roles and the ability to assess technical talent is a plus.
Proficiency working with Ashby (ATS).
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting process for technical roles (engineering, product, data, and infrastructure), delivering a high-quality experience for candidates, interviewers, and hiring managers\n\n - Partner closely with hiring managers as a trusted advisor to define role requirements, develop compelling position profiles, and align on hiring priorities and timelines\n\n - Develop and execute targeted sourcing strategies across multiple channels (LinkedIn, referrals, communities, events, etc.) to attract both active and passive technical talent\n\n - Proactively identify, engage, and close top technical candidates in a competitive market\n\n - Manage and continuously optimize the interview process, ensuring efficiency, consistency, and equitable hiring practices\n\n - Track, analyze, and report on key recruiting metrics (pipeline health, time-to-fill, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5+ years of full-cycle recruiting experience, preferably in a fast-paced, high-growth tech environment.\n\n - Proven ability to develop and execute recruiting strategies that align with business objectives.\n\n - A well-established network within the tech industry and a passion for building new connections.\n\n - Ability to navigate ambiguity in order to adapt to the ever-changing needs of a growing organization.\n\n - Proficiency in using recruiting metrics and data to inform decisions and improve processes.\n\n - Strong collaboration skills with a willingness to work cross-functionally to achieve Sierra’s goals.\n\n\nEVEN BETTER...\n\n - Understanding of technical roles and the ability to assess technical talent is a plus.\n\n - Proficiency working with Ashby (ATS).\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £185K • Offers Equity","scrapeableCompensationSalarySummary":"£135K - £185K","compensationTiers":[{"id":"17c95a3d-2556-478d-8935-ecb7351fc7bb","tierSummary":"£135K – £185K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"f4878307-d18f-4ccd-873c-9ab2b6537b2a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"449cf178-4c88-4ced-8bee-584df64e7f69","summary":"£135K – £185K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}},{"id":"d9c7693d-2bc9-452a-94e8-f322366922fd","title":"Business Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-24T14:06:28.616+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d9c7693d-2bc9-452a-94e8-f322366922fd","applyUrl":"https://jobs.ashbyhq.com/sierra/d9c7693d-2bc9-452a-94e8-f322366922fd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting process for business roles across go-to-market (Sales, Marketing, Customer Success), Operations, Finance, People, and other cross-functional teams, delivering an exceptional experience for candidates, interviewers, and hiring managers
Act as a strategic hiring partner to business leaders, collaborating closely to define role requirements, develop clear position profiles, and align on hiring plans, priorities, and timelines
Design and execute proactive sourcing strategies across multiple channels to attract both active and passive candidates for business roles in competitive markets
Build and maintain strong candidate pipelines, effectively assessing, engaging, and closing top business talent
Drive an efficient, structured, and equitable interview process while continuously improving hiring workflows and candidate experience
Track, analyze, and report on key recruiting metrics (time-to-fill, pipeline conversion, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence
5–8+ years of full-cycle recruiting experience in a high-growth tech company, with early-stage startup experience preferred
Proven success recruiting and closing candidates across business functions, including GTM, operations, and corporate roles
Strong ability to build trusted, consultative relationships with hiring managers and interview teams
Excellent stakeholder management, communication, and prioritization skills in a fast-paced environment
Data-driven approach to recruiting with experience using metrics to inform hiring decisions and process improvements
Experience recruiting for GTM teams in a SaaS or B2B environment
Experience with Ashby ATS
Experience scaling business teams during periods of rapid growth
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting process for business roles across go-to-market (Sales, Marketing, Customer Success), Operations, Finance, People, and other cross-functional teams, delivering an exceptional experience for candidates, interviewers, and hiring managers\n\n - Act as a strategic hiring partner to business leaders, collaborating closely to define role requirements, develop clear position profiles, and align on hiring plans, priorities, and timelines\n\n - Design and execute proactive sourcing strategies across multiple channels to attract both active and passive candidates for business roles in competitive markets\n\n - Build and maintain strong candidate pipelines, effectively assessing, engaging, and closing top business talent\n\n - Drive an efficient, structured, and equitable interview process while continuously improving hiring workflows and candidate experience\n\n - Track, analyze, and report on key recruiting metrics (time-to-fill, pipeline conversion, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5–8+ years of full-cycle recruiting experience in a high-growth tech company, with early-stage startup experience preferred\n\n - Proven success recruiting and closing candidates across business functions, including GTM, operations, and corporate roles\n\n - Strong ability to build trusted, consultative relationships with hiring managers and interview teams\n\n - Excellent stakeholder management, communication, and prioritization skills in a fast-paced environment\n\n - Data-driven approach to recruiting with experience using metrics to inform hiring decisions and process improvements\n\n\nEVEN BETTER...\n\n - Experience recruiting for GTM teams in a SaaS or B2B environment\n\n - Experience with Ashby ATS\n\n - Experience scaling business teams during periods of rapid growth\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £185K • Offers Equity","scrapeableCompensationSalarySummary":"£135K - £185K","compensationTiers":[{"id":"17c95a3d-2556-478d-8935-ecb7351fc7bb","tierSummary":"£135K – £185K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"f4878307-d18f-4ccd-873c-9ab2b6537b2a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"449cf178-4c88-4ced-8bee-584df64e7f69","summary":"£135K – £185K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}},{"id":"c0c29aa8-0c94-4d03-858e-201d19ee6937","title":"Business Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-31T20:11:41.973+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c0c29aa8-0c94-4d03-858e-201d19ee6937","applyUrl":"https://jobs.ashbyhq.com/sierra/c0c29aa8-0c94-4d03-858e-201d19ee6937/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting process for business roles across go-to-market (Sales, Marketing, Customer Success), Operations, Finance, People, and other cross-functional teams, delivering an exceptional experience for candidates, interviewers, and hiring managers
Act as a strategic hiring partner to business leaders, collaborating closely to define role requirements, develop clear position profiles, and align on hiring plans, priorities, and timelines
Design and execute proactive sourcing strategies across multiple channels to attract both active and passive candidates for business roles in competitive markets
Build and maintain strong candidate pipelines, effectively assessing, engaging, and closing top business talent
Drive an efficient, structured, and equitable interview process while continuously improving hiring workflows and candidate experience
Track, analyze, and report on key recruiting metrics (time-to-fill, pipeline conversion, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence
5–8+ years of full-cycle recruiting experience in a high-growth tech company, with early-stage startup experience preferred
Proven success recruiting and closing candidates across business functions, including GTM, operations, and corporate roles
Strong ability to build trusted, consultative relationships with hiring managers and interview teams
Excellent stakeholder management, communication, and prioritization skills in a fast-paced environment
Data-driven approach to recruiting with experience using metrics to inform hiring decisions and process improvements
Experience recruiting for GTM teams in a SaaS or B2B environment
Experience with Ashby ATS
Experience scaling business teams during periods of rapid growth
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting process for business roles across go-to-market (Sales, Marketing, Customer Success), Operations, Finance, People, and other cross-functional teams, delivering an exceptional experience for candidates, interviewers, and hiring managers\n\n - Act as a strategic hiring partner to business leaders, collaborating closely to define role requirements, develop clear position profiles, and align on hiring plans, priorities, and timelines\n\n - Design and execute proactive sourcing strategies across multiple channels to attract both active and passive candidates for business roles in competitive markets\n\n - Build and maintain strong candidate pipelines, effectively assessing, engaging, and closing top business talent\n\n - Drive an efficient, structured, and equitable interview process while continuously improving hiring workflows and candidate experience\n\n - Track, analyze, and report on key recruiting metrics (time-to-fill, pipeline conversion, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5–8+ years of full-cycle recruiting experience in a high-growth tech company, with early-stage startup experience preferred\n\n - Proven success recruiting and closing candidates across business functions, including GTM, operations, and corporate roles\n\n - Strong ability to build trusted, consultative relationships with hiring managers and interview teams\n\n - Excellent stakeholder management, communication, and prioritization skills in a fast-paced environment\n\n - Data-driven approach to recruiting with experience using metrics to inform hiring decisions and process improvements\n\n\nEVEN BETTER...\n\n - Experience recruiting for GTM teams in a SaaS or B2B environment\n\n - Experience with Ashby ATS\n\n - Experience scaling business teams during periods of rapid growth\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$130K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$130K - $200K","compensationTiers":[{"id":"c349c262-e853-4167-b42d-5f42486d66de","tierSummary":"$130K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"f8e058c4-2e4d-422c-86df-8d8f56708655","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"2ca05d41-d133-40b1-8c77-7a14ec867317","summary":"$130K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":130000,"maxValue":200000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":130000,"maxValue":200000}]}},{"id":"201c6046-acb5-4fd4-a685-e993f34ec0d1","title":"Software Engineer, Security","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-01-07T22:15:42.038+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/201c6046-acb5-4fd4-a685-e993f34ec0d1","applyUrl":"https://jobs.ashbyhq.com/sierra/201c6046-acb5-4fd4-a685-e993f34ec0d1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build the Foundations of Trust. Design and ship systems that make Sierra’s platform secure by default — spanning privacy, identity, authentication, authorization, and data security. You’ll work across backend services, APIs, and infrastructure layers to embed security-conscious design into the core of our product.
Own Cross-Cutting Systems. Partner with product and platform teams to implement and evolve Sierra’s trust primitives: identity management, access control, auditability, and data lifecycle management. You’ll make pragmatic design trade-offs between usability, performance, and security.
Secure Agentic AI Systems. Build controls that ensure AI agents can't leak customer data, execute unauthorized actions, or be manipulated into unintended behavior. Design runtime policy enforcement for tool use, implement safe agent sandboxing, and create boundaries that protect data while keeping agents powerful and useful.
Automate and Scale Security-Adjacent Workflows. Create developer-friendly tooling to reduce risk and friction — whether through automating security checks in CI/CD, enforcing privacy boundaries through schema validation, or instrumenting runtime monitoring for sensitive events.
Strong Software Engineering Skills. Experience building and maintaining production systems in Python, Go, or TypeScript. You’re comfortable designing APIs, integrating with authentication or identity frameworks, and shipping high-quality code in a fast-paced environment.
Security Mindset. You may not be a dedicated security engineer, but you think like one — considering how data flows, where it’s stored, who can access it, and how to design for least privilege and transparency.
Product and Platform Mindset. You care about building secure systems that enable, not block, innovation. You work closely with product teams to make trade-offs clear and help them move quickly without sacrificing trust.
Curiosity and Ownership. You’re the kind of engineer who goes deep — tracing how a token propagates through the stack, or how an LLM might interact with internal APIs — because you want to understand and strengthen the system.
You’ve worked on privacy, identity, trust & safety, auth/authz, or data protection systems.
You’ve built security frameworks, libraries, or tooling that developers actually use or integrated security automation into CI/CD pipelines.
You have exposure to AI systems or care about designing secure-by-default LLM applications.
You think like an attacker — you naturally ask \"what could go wrong?\" when reviewing designs or while building systems. You've found or fixed real security issues in production systems.
You thrive in 0→1 environments, where foundational systems have to balance speed, reliability, and trust.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build the Foundations of Trust. Design and ship systems that make Sierra’s platform secure by default — spanning privacy, identity, authentication, authorization, and data security. You’ll work across backend services, APIs, and infrastructure layers to embed security-conscious design into the core of our product.\n\n - Own Cross-Cutting Systems. Partner with product and platform teams to implement and evolve Sierra’s trust primitives: identity management, access control, auditability, and data lifecycle management. You’ll make pragmatic design trade-offs between usability, performance, and security.\n\n - Secure Agentic AI Systems. Build controls that ensure AI agents can't leak customer data, execute unauthorized actions, or be manipulated into unintended behavior. Design runtime policy enforcement for tool use, implement safe agent sandboxing, and create boundaries that protect data while keeping agents powerful and useful.\n\n - Automate and Scale Security-Adjacent Workflows. Create developer-friendly tooling to reduce risk and friction — whether through automating security checks in CI/CD, enforcing privacy boundaries through schema validation, or instrumenting runtime monitoring for sensitive events.\n\n\nWHAT YOU'LL BRING\n\n - Strong Software Engineering Skills. Experience building and maintaining production systems in Python, Go, or TypeScript. You’re comfortable designing APIs, integrating with authentication or identity frameworks, and shipping high-quality code in a fast-paced environment.\n\n - Security Mindset. You may not be a dedicated security engineer, but you think like one — considering how data flows, where it’s stored, who can access it, and how to design for least privilege and transparency.\n\n - Product and Platform Mindset. You care about building secure systems that enable, not block, innovation. You work closely with product teams to make trade-offs clear and help them move quickly without sacrificing trust.\n\n - Curiosity and Ownership. You’re the kind of engineer who goes deep — tracing how a token propagates through the stack, or how an LLM might interact with internal APIs — because you want to understand and strengthen the system.\n\n\nEVEN BETTER IF…\n\n - You’ve worked on privacy, identity, trust & safety, auth/authz, or data protection systems.\n \n\n - You’ve built security frameworks, libraries, or tooling that developers actually use or integrated security automation into CI/CD pipelines.\n \n\n - You have exposure to AI systems or care about designing secure-by-default LLM applications.\n \n\n - You think like an attacker — you naturally ask \"what could go wrong?\" when reviewing designs or while building systems. You've found or fixed real security issues in production systems.\n \n\n - You thrive in 0→1 environments, where foundational systems have to balance speed, reliability, and trust.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $330K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $330K","compensationTiers":[{"id":"5ca36f4b-56d7-4dc3-acf8-347cf7dce518","tierSummary":"$200K – $330K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"769e9dd6-644f-4170-9e9d-fc79fa8dacae","summary":"$200K – $330K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":330000},{"id":"126a4707-fda5-4ea2-9641-2c04944a3fe3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":330000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"39e15cc4-a16e-4ddb-b609-a345e2dd67c8","title":"Pricing Strategy and Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T15:26:41.218+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/39e15cc4-a16e-4ddb-b609-a345e2dd67c8","applyUrl":"https://jobs.ashbyhq.com/sierra/39e15cc4-a16e-4ddb-b609-a345e2dd67c8/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.
4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.
Experience negotiating complex customer partnerships
Familiarity with navigating sales cycles
Strong understanding of developing GTM operations using data-driven decision-making
Degree in Business Administration, Finance, or related field, or equivalent professional experience
Experience in partnerships, business development, and value engineering roles
Familiarity with AI or conversational AI technologies
Previous 0-1 startup or fast-paced high-growth environment experience
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - We're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.\n\n\nWHAT YOU'LL BRING:\n\n - 4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.\n\n - Experience negotiating complex customer partnerships\n\n - Familiarity with navigating sales cycles\n\n - Strong understanding of developing GTM operations using data-driven decision-making\n\n - Degree in Business Administration, Finance, or related field, or equivalent professional experience\n\n\nEVEN BETTER...\n\n - Experience in partnerships, business development, and value engineering roles\n\n - Familiarity with AI or conversational AI technologies\n\n - Previous 0-1 startup or fast-paced high-growth environment experience\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$220K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$220K - $250K","compensationTiers":[{"id":"81d60a9c-d928-4c41-a5df-8170279893ee","tierSummary":"$220K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"70ccb703-f8e8-43cf-973b-4a9ee45ac3b1","summary":"$220K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000},{"id":"8c76b581-e5bd-4c5d-8433-46718be26168","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ab15547e-5c50-48a8-a560-f56c7bdad587","title":"Strategist, Agent Development (Cantonese Speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-05-19T03:24:33.228+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ab15547e-5c50-48a8-a560-f56c7bdad587","applyUrl":"https://jobs.ashbyhq.com/sierra/ab15547e-5c50-48a8-a560-f56c7bdad587/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"1a0a0334-41f8-4c15-9ed8-615336855e5e","title":"Agent Engineer, TLM","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-27T14:12:28.892+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1a0a0334-41f8-4c15-9ed8-615336855e5e","applyUrl":"https://jobs.ashbyhq.com/sierra/1a0a0334-41f8-4c15-9ed8-615336855e5e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead the design and delivery of production-grade AI agents: You’ll manage and grow a team of engineers building highly performant, reliable, and intuitive AI agents that are central, mission-critical, and directly drive Sierra’s growth. These aren’t prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. You’ll ensure technical excellence, operational reliability, and high customer impact.
Own the Agent Development Life Cycle (ADLC): You’ll guide your team through the full lifecycle—from initial pilot through deployment and continuous iteration—coaching engineers to set and maintain the standard for ADLC best practices. You’ll ensure projects are delivered on time, meet customer needs, and scale effectively in production environments.
Partner with large enterprises and cutting-edge startups: You’ll collaborate with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and guide your team in building AI agents that transform how they operate at scale. You’ll also work with innovative startups in Europe, embedding AI agents across their entire business stack to drive innovation and efficiency.
Shape the future of the platform: Your team’s direct work with customers will guide the evolution of Sierra’s core platform. You’ll surface unmet needs, prioritise initiatives, and collaborate with research, product, and platform teams to shape the future of AI agent development and Sierra’s product.
Experience leading engineering teams that build and scale end-to-end production systems
Strong technical problem-solving skills and the ability to guide teams through ambiguous, fast-changing environments
A leadership style that blends high standards with empathy, fostering both speed and quality
Proven ability to work closely with customers and translate business needs into technical deliverables
Excellent communication skills across technical and non-technical audiences
Degree in Computer Science or related field, or equivalent professional experience.
AI-related experience (experience developing AI agents a plus).
Experience building or deploying AI/LLM systems in production
Background as a founder, engineering lead, or startup builder with high ownership and urgency
Familiarity with tools for today’s AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Experience interfacing with customers or leading technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Lead the design and delivery of production-grade AI agents: You’ll manage and grow a team of engineers building highly performant, reliable, and intuitive AI agents that are central, mission-critical, and directly drive Sierra’s growth. These aren’t prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce. You’ll ensure technical excellence, operational reliability, and high customer impact.\n\n - Own the Agent Development Life Cycle (ADLC): You’ll guide your team through the full lifecycle—from initial pilot through deployment and continuous iteration—coaching engineers to set and maintain the standard for ADLC best practices. You’ll ensure projects are delivered on time, meet customer needs, and scale effectively in production environments.\n\n - Partner with large enterprises and cutting-edge startups: You’ll collaborate with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and guide your team in building AI agents that transform how they operate at scale. You’ll also work with innovative startups in Europe, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Shape the future of the platform: Your team’s direct work with customers will guide the evolution of Sierra’s core platform. You’ll surface unmet needs, prioritise initiatives, and collaborate with research, product, and platform teams to shape the future of AI agent development and Sierra’s product.\n\n\nWHAT YOU'LL BRING\n\n - Experience leading engineering teams that build and scale end-to-end production systems\n\n - Strong technical problem-solving skills and the ability to guide teams through ambiguous, fast-changing environments\n\n - A leadership style that blends high standards with empathy, fostering both speed and quality\n\n - Proven ability to work closely with customers and translate business needs into technical deliverables\n\n - Excellent communication skills across technical and non-technical audiences\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience developing AI agents a plus).\n\n - Experience building or deploying AI/LLM systems in production\n\n - Background as a founder, engineering lead, or startup builder with high ownership and urgency\n\n - Familiarity with tools for today’s AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Experience interfacing with customers or leading technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£240K – £320K • Offers Equity","scrapeableCompensationSalarySummary":"£240K - £320K","compensationTiers":[{"id":"a79fff60-9b80-40b1-9201-d51101cf5133","tierSummary":"£240K – £320K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"12a43978-3c82-414f-89ba-2463e23df2bd","summary":"£240K – £320K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":240000,"maxValue":320000},{"id":"cfc10d68-c83e-45a0-a612-ff555983b49e","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":240000,"maxValue":320000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"a4376f1f-10bd-4804-899e-4b98b8245198","title":"Enterprise Sales Leader ","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-01-16T22:32:30.143+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/a4376f1f-10bd-4804-899e-4b98b8245198","applyUrl":"https://jobs.ashbyhq.com/sierra/a4376f1f-10bd-4804-899e-4b98b8245198/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.
Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.
10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.
People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
Enterprise experience: You've run and managed end-to-end complex deals ($1M+).
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.\n\n - Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.\n\n - Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.\n\n\nWHAT YOU'LL BRING\n\n - 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.\n\n - People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.\n\n - Enterprise experience: You've run and managed end-to-end complex deals ($1M+).\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$450K – $470K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$450K - $470K","compensationTiers":[{"id":"18bcc3f8-29fe-402f-b438-db29d66f4494","tierSummary":"$450K – $470K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"108abb7c-2be5-4064-b590-2e2874d2861a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f9a891c3-6a47-4279-a7f1-7e8b15826c53","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"ac8a637d-e81e-4e90-9ccc-27067aab6869","summary":"$450K – $470K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}},{"id":"2da4e2ef-2cf3-4df5-9dcd-972bc2a0fb1c","title":"Enterprise Sales Leader","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Madrid","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-06-03T09:55:27.290+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Spain","addressLocality":"Madrid"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2da4e2ef-2cf3-4df5-9dcd-972bc2a0fb1c","applyUrl":"https://jobs.ashbyhq.com/sierra/2da4e2ef-2cf3-4df5-9dcd-972bc2a0fb1c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead & develop a high-performing sales team - Hire, onboard, and develop AEs across Spain. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team
Own regional performance - Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights
Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy
10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts.
People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team.
Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Strong Communication Skills: Exceptional verbal and written communication abilities.
Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry Knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience Building GTM Strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Lead & develop a high-performing sales team - Hire, onboard, and develop AEs across Spain. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team\n\n - Own regional performance - Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights\n\n - Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy\n\n\nWHAT YOU'LL BRING\n\n - 10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts.\n\n - People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team.\n\n - Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Strong Communication Skills: Exceptional verbal and written communication abilities.\n\n - Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry Knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience Building GTM Strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"1c991675-099f-49dd-9b9b-bd3c9111e65c","title":"GTM Engineer","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-01-29T19:00:05.861+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1c991675-099f-49dd-9b9b-bd3c9111e65c","applyUrl":"https://jobs.ashbyhq.com/sierra/1c991675-099f-49dd-9b9b-bd3c9111e65c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Implement Go-to-Market software for our marketing, sales, and agent development teams
Design and build the automated workflows, integrations, and AI-powered systems that turn signal into pipeline, across enrichment, scoring, routing, and outbound activation
Own our enrichment infrastructure end-to-end: the pipelines that take a new signup, demo request, or event attendee list and return a fully enriched, scored, Salesforce-upserted record across Clay, ZoomInfo, Cognism, and LLM-powered sources
Build AI agents and AI-powered internal tools that compound sales team output — account research, call summarization, RFP and security questionnaire response, proposal generation, and Slack-accessible agents that surface account intel on demand
Build and improve the fit scoring pipeline that evaluates every account against our ICP and writes results to Postgres and Salesforce, including signal design, batching, retry logic, and continuous improvement of the underlying models
Develop data architecture using Postgres, Fivetran pipelines, and reverse ETL. Keep data jobs healthy and in sync with the tools that consume them; track downstream impact when schemas and apps change
Ship production code with PR review, observability, and proper error handling and debug production incidents (Salesforce platform failures, enrichment failures, LLM timeouts)
3+ years in GTM Engineering, Revenue Operations, Sales Engineering, Growth Engineering, or a closely adjacent technical role at a high-growth B2B SaaS company
Python and TypeScript skills: You write clean code, understand async patterns, can design a database schema, and can debug a production incident from logs alone
Hands-on experience inside a modern GTM stack (Salesforce, HubSpot, Outreach, Clay, enrichment providers): You understand how leads flow through a CRM and why data quality degrades over time
Production experience with LLMs: Prompt design, eval loops, error handling, and the difference between a demo and a system you can trust at scale
Strong working knowledge of SQL, schemas, and data flow across GTM and warehouse systems
Systems thinking: You’ve built data pipelines and think about what happens at 10x volume, when an API goes down, or when the same account hits your queue five times in parallel
Owner's mindset: You take accountability from code to deployment to adoption, define scope with minimal direction, and ship good solutions over perfect ones
Built applications using LLMs, ideally with exposure to production-grade AI/ML systems
Developed custom Salesforce solutions using apex classes, apex triggers, LWC, SLDS
Integrated salesforce with other business systems using REST/SOAP APIs, Platform Events, and External Services
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Implement Go-to-Market software for our marketing, sales, and agent development teams\n\n - Design and build the automated workflows, integrations, and AI-powered systems that turn signal into pipeline, across enrichment, scoring, routing, and outbound activation\n\n - Own our enrichment infrastructure end-to-end: the pipelines that take a new signup, demo request, or event attendee list and return a fully enriched, scored, Salesforce-upserted record across Clay, ZoomInfo, Cognism, and LLM-powered sources\n\n - Build AI agents and AI-powered internal tools that compound sales team output — account research, call summarization, RFP and security questionnaire response, proposal generation, and Slack-accessible agents that surface account intel on demand\n\n - Build and improve the fit scoring pipeline that evaluates every account against our ICP and writes results to Postgres and Salesforce, including signal design, batching, retry logic, and continuous improvement of the underlying models\n\n - Develop data architecture using Postgres, Fivetran pipelines, and reverse ETL. Keep data jobs healthy and in sync with the tools that consume them; track downstream impact when schemas and apps change\n\n - Ship production code with PR review, observability, and proper error handling and debug production incidents (Salesforce platform failures, enrichment failures, LLM timeouts)\n\n\nWHAT YOU'LL BRING\n\n - 3+ years in GTM Engineering, Revenue Operations, Sales Engineering, Growth Engineering, or a closely adjacent technical role at a high-growth B2B SaaS company\n\n - Python and TypeScript skills: You write clean code, understand async patterns, can design a database schema, and can debug a production incident from logs alone\n\n - Hands-on experience inside a modern GTM stack (Salesforce, HubSpot, Outreach, Clay, enrichment providers): You understand how leads flow through a CRM and why data quality degrades over time\n\n - Production experience with LLMs: Prompt design, eval loops, error handling, and the difference between a demo and a system you can trust at scale\n\n - Strong working knowledge of SQL, schemas, and data flow across GTM and warehouse systems\n\n - Systems thinking: You’ve built data pipelines and think about what happens at 10x volume, when an API goes down, or when the same account hits your queue five times in parallel\n\n - Owner's mindset: You take accountability from code to deployment to adoption, define scope with minimal direction, and ship good solutions over perfect ones\n\n\nEVEN BETTER…\n\n - Built applications using LLMs, ideally with exposure to production-grade AI/ML systems\n\n - Developed custom Salesforce solutions using apex classes, apex triggers, LWC, SLDS\n\n - Integrated salesforce with other business systems using REST/SOAP APIs, Platform Events, and External Services\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$150K – $230K • Offers Equity","scrapeableCompensationSalarySummary":"$150K - $230K","compensationTiers":[{"id":"b73cb46c-55e5-4380-b722-71d6786b1c89","tierSummary":"$150K – $230K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7758108d-ae61-40c3-9b71-ec5eb79f7286","summary":"$150K – $230K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":230000},{"id":"79196bdc-90da-46cd-ad05-383cd91d2c97","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":230000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"fc6eaada-479c-4ff6-be79-7e267b9ed2b4","title":"Software Engineer, Identity & Enterprise Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-04T21:09:46.335+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/fc6eaada-479c-4ff6-be79-7e267b9ed2b4","applyUrl":"https://jobs.ashbyhq.com/sierra/fc6eaada-479c-4ff6-be79-7e267b9ed2b4/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build Sierra’s enterprise platform capabilities.
You’ll design and build the foundational systems and capabilities that enable Sierra to serve the world’s largest and most demanding enterprises. This includes the identity, access management, integration points, and extensibility that enterprise customers require to allow customers to embed Sierra into their existing ecosystems.
Scale with our largest customers.
Our enterprise customers have complex environments, strict security requirements, and high expectations for reliability. You’ll ensure Sierra’s platform scales across organizations, regions, and use cases while maintaining performance and simplicity.
Form the foundation of trust.
Enterprise customers trust Sierra with their most sensitive workflows and data. You’ll help set and uphold a high bar for security, compliance readiness, reliability, and operational excellence across the platform.
A passion for being on the frontier of AI products.
Pride in building reliable, maintainable, and secure systems that scale.
Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.
Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.
4+ years hands-on experience building production products and systems.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building enterprise features such as SSO, RBAC, IAM, audit logs, or compliance-adjacent systems.
Experience with integrations, APIs, and working with complex customer environments.
Backend-leaning full-stack experience building enterprise SaaS applications.
Security-adjacent experience (e.g., auth, permissions, data isolation, threat modeling).
Experience building AI-powered products or platforms.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Build Sierra’s enterprise platform capabilities.\n You’ll design and build the foundational systems and capabilities that enable Sierra to serve the world’s largest and most demanding enterprises. This includes the identity, access management, integration points, and extensibility that enterprise customers require to allow customers to embed Sierra into their existing ecosystems.\n\n - Scale with our largest customers.\n Our enterprise customers have complex environments, strict security requirements, and high expectations for reliability. You’ll ensure Sierra’s platform scales across organizations, regions, and use cases while maintaining performance and simplicity.\n\n - Form the foundation of trust.\n Enterprise customers trust Sierra with their most sensitive workflows and data. You’ll help set and uphold a high bar for security, compliance readiness, reliability, and operational excellence across the platform.\n\n\nWHAT YOU’LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Pride in building reliable, maintainable, and secure systems that scale.\n\n - Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.\n\n - Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER…\n\n - Experience building enterprise features such as SSO, RBAC, IAM, audit logs, or compliance-adjacent systems.\n\n - Experience with integrations, APIs, and working with complex customer environments.\n\n - Backend-leaning full-stack experience building enterprise SaaS applications.\n\n - Security-adjacent experience (e.g., auth, permissions, data isolation, threat modeling).\n\n - Experience building AI-powered products or platforms.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"409c7bae-fdfc-4d36-a427-297683063d43","title":"Enterprise Sales Engineer ","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-02-20T09:39:48.547+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/409c7bae-fdfc-4d36-a427-297683063d43","applyUrl":"https://jobs.ashbyhq.com/sierra/409c7bae-fdfc-4d36-a427-297683063d43/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Exceptional verbal and written communication abilities. Professional fluency in both Japanese and English.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Exceptional verbal and written communication abilities. Professional fluency in both Japanese and English.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"06453dd1-a29f-4aea-bb06-2d49862860e8","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-06T17:22:42.616+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/06453dd1-a29f-4aea-bb06-2d49862860e8","applyUrl":"https://jobs.ashbyhq.com/sierra/06453dd1-a29f-4aea-bb06-2d49862860e8/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform.
Lead the creation and execution of developer training and enablement programs.
Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.
Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.
Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.
Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.
Degree in Computer Science or related field, or equivalent professional experience.
4+ years of experience in hands-on software development of highly technical products or developer relations roles.
Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.
Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.
Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.
Demonstrated experience in designing and executing technical training, certification, or community initiatives.
Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.
Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.
Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor
Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform. \n\n - Lead the creation and execution of developer training and enablement programs.\n\n - Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.\n\n - Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.\n\n - Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.\n\n\nWHAT YOU'LL BRING\n\n - Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n - 4+ years of experience in hands-on software development of highly technical products or developer relations roles.\n\n - Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.\n\n - Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.\n\n - Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.\n\n - Demonstrated experience in designing and executing technical training, certification, or community initiatives.\n\n\nEVEN BETTER...\n\n - Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.\n\n - Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.\n\n - Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor\n\n - Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $280K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $280K","compensationTiers":[{"id":"5af2f2bc-18dc-401b-9cc5-9b628c07e11f","tierSummary":"$175K – $280K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"10f0e628-4473-4493-bbde-f7246634ee60","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"8f412e76-588e-4078-b5f2-effd3eac1eec","summary":"$175K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":280000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":280000}]}},{"id":"23efd6e0-a64d-4421-b684-bbd44e5c752e","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-06T17:39:39.429+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/23efd6e0-a64d-4421-b684-bbd44e5c752e","applyUrl":"https://jobs.ashbyhq.com/sierra/23efd6e0-a64d-4421-b684-bbd44e5c752e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform.
Lead the creation and execution of developer training and enablement programs.
Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.
Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.
Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.
Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.
Degree in Computer Science or related field, or equivalent professional experience.
4+ years of experience in hands-on software development of highly technical products or developer relations roles.
Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.
Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.
Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.
Demonstrated experience in designing and executing technical training, certification, or community initiatives.
Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.
Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.
Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor
Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Write the playbook for onboarding and educating customers onto Sierra – both the Agent SDK and Agent Studio, our no-code platform. \n\n - Lead the creation and execution of developer training and enablement programs.\n\n - Build content that scales — including technical documentation, educational videos, onboarding paths, and sample repositories for SDK adoption.\n\n - Develop and deploy AI Agents as an Agent Software Engineer, building the knowledge to become a world-leading expert on agent development.\n\n - Work with our marketing teams to publish developer case studies and success stories to inspire and connect our growing technical community.\n\n\nWHAT YOU'LL BRING\n\n - Passion for helping customers across small and large enterprises learn to build exceptional AI Agents.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n - 4+ years of experience in hands-on software development of highly technical products or developer relations roles.\n\n - Excellent written and verbal communication skills and a desire to apply them in hands-on training sessions.\n\n - Desire, excitement, and enthusiasm for building an in-person, global community around developing AI Agents.\n\n - Strong technical skills and familiarity with modern software development — especially developer tooling, SDKs, and APIs.\n\n - Demonstrated experience in designing and executing technical training, certification, or community initiatives.\n\n\nEVEN BETTER...\n\n - Previous experience developing agents using open source tools like LangGraph or interacting with MCP servers.\n\n - Familiarity with agent platforms, developer communities, or early-stage developer product ecosystems.\n\n - Proficiency with TypeScript, and comfort with writing code in collaboration with agents like Claude, Codex or Cursor\n\n - Experience collaborating across product, engineering, and go-to-market teams to launch strategic initiatives.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£140K – £220K • Offers Equity","scrapeableCompensationSalarySummary":"£140K - £220K","compensationTiers":[{"id":"2bd0a1f5-d9ae-402e-90a1-8ed7e5aab10a","tierSummary":"£140K – £220K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"84504e74-2656-4e82-900e-80c83498f995","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"cddd60d3-043b-4dd3-8fba-32e1985cff0e","summary":"£140K – £220K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":140000,"maxValue":220000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":140000,"maxValue":220000}]}},{"id":"10d2e2f1-6657-40c9-b6fb-6999c76df6cf","title":"Product Manager, Agent SDK","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-07T02:52:17.078+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/10d2e2f1-6657-40c9-b6fb-6999c76df6cf","applyUrl":"https://jobs.ashbyhq.com/sierra/10d2e2f1-6657-40c9-b6fb-6999c76df6cf/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Bring Enterprise-grade AI Agents to the World: We're on a mission to revolutionize the way consumers & businesses interact by empowering every business to build a world-class AI agent that fully represents its identity and brand. Your work will make this a reality.
Solve for the Customer: We serve multiple stakeholders – People looking for help from our Agents, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.
Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.
Collaborate: Partner closely engineering, design, leadership, and the entire company to define and build a seamless and cohesive experience.
Advise: Become trusted and strategic advisor to our customers, in partnership with our sales, go-to-market, and forward-deployed teams.
End-to-End Ownership: Lead the product through all stages from concept to excellent execution, in close collaboration with cross-functional partners.
Strong Product Foundations: Extensive experience in product management, with a track record of leading products from ideation through launch and iteration.
Technical Depth: Comfort working deeply with engineering on technical systems and tradeoffs. Experience building or shipping developer-facing or highly technical products (e.g. APIs, SDKs, products serving developers), and the ability to engage credibly in architectural and implementation discussions.
User-Driven Curiosity: Passion for deeply understanding user needs and identifying the right solutions from first principles. Ability to operate in high ambiguity and drive new 0→1 product bets.
Cross-Functional Collaboration: Product is a team sport. Proven ability to partner closely with engineering, design, customers, and leadership to turn complex ideas into shipped products.
Clear, Precise Communication: Excellent written and verbal communication skills, with the ability to explain complex technical and product concepts to a wide range of stakeholders.
Values Alignment: Embodies our values and contributes positively to our culture.
Adaptability and Resilience: Thrives in a fast-paced startup environment, adapts quickly to changing priorities, and navigates ambiguity with confidence.
Experience building AI-driven products, especially conversational or agentic systems.
Hands-on experience writing production code (e.g. TypeScript, React, or similar), or prior experience as a software engineer.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Bring Enterprise-grade AI Agents to the World: We're on a mission to revolutionize the way consumers & businesses interact by empowering every business to build a world-class AI agent that fully represents its identity and brand. Your work will make this a reality.\n\n - Solve for the Customer: We serve multiple stakeholders – People looking for help from our Agents, CX managers using our tools to monitor and improve the process, and Developers looking to build on and extend our platform. Each of these has a unique set of needs and product challenges.\n\n - Innovate: AI Agents represent a new frontier. Discovering new tools and processes for building agents will be among the defining characteristics of the next generation of companies.\n\n - Collaborate: Partner closely engineering, design, leadership, and the entire company to define and build a seamless and cohesive experience.\n\n - Advise: Become trusted and strategic advisor to our customers, in partnership with our sales, go-to-market, and forward-deployed teams.\n\n - End-to-End Ownership: Lead the product through all stages from concept to excellent execution, in close collaboration with cross-functional partners.\n\n\nWHAT YOU’LL BRING\n\n - Strong Product Foundations: Extensive experience in product management, with a track record of leading products from ideation through launch and iteration.\n\n - Technical Depth: Comfort working deeply with engineering on technical systems and tradeoffs. Experience building or shipping developer-facing or highly technical products (e.g. APIs, SDKs, products serving developers), and the ability to engage credibly in architectural and implementation discussions.\n\n - User-Driven Curiosity: Passion for deeply understanding user needs and identifying the right solutions from first principles. Ability to operate in high ambiguity and drive new 0→1 product bets.\n\n - Cross-Functional Collaboration: Product is a team sport. Proven ability to partner closely with engineering, design, customers, and leadership to turn complex ideas into shipped products.\n\n - Clear, Precise Communication: Excellent written and verbal communication skills, with the ability to explain complex technical and product concepts to a wide range of stakeholders.\n\n - Values Alignment: Embodies our values and contributes positively to our culture.\n\n - Adaptability and Resilience: Thrives in a fast-paced startup environment, adapts quickly to changing priorities, and navigates ambiguity with confidence.\n\n\nEVEN BETTER…\n\n - Experience building AI-driven products, especially conversational or agentic systems.\n\n - Hands-on experience writing production code (e.g. TypeScript, React, or similar), or prior experience as a software engineer.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $350K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $350K","compensationTiers":[{"id":"9d421885-3d4f-4cd0-99db-d2bdf0d44e70","tierSummary":"$175K – $350K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"c9848ed1-2618-4d9c-8e28-dbd52fb98737","summary":"$175K – $350K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"id":"f8bc8e4c-8e31-4d84-bf94-3a6149a0fa56","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1a0e307f-7f02-4971-820c-a244ad909617","title":"Agent Experience Designer, Voice (Multilingual)","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-10T19:18:52.581+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1a0e307f-7f02-4971-820c-a244ad909617","applyUrl":"https://jobs.ashbyhq.com/sierra/1a0e307f-7f02-4971-820c-a244ad909617/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
You’ll help shape and scale high-quality voice experiences across a global portfolio of AI agents. Working closely with cross-functional teams and customer stakeholders, you’ll combine systems thinking, design judgment, and operational rigor to improve voice quality, accelerate multilingual readiness, and create more human experiences.
Improve breadth and depth of voice quality: Evaluate, compare, and iterate on voices across multiple providers, languages, and use cases, ensuring experiences meet a high bar for clarity, naturalness, and appropriateness while continuously improving product and systems.
Support faster multilingual readiness and launches: Partner with product, engineering, and deployment teams to research solutions, evaluate options, identify risks, and guide voice-related decisions that enable timely, high-confidence launches across regions.
Design and apply effective and repeatable evaluations: Create and maintain structured methods for assessing voice performance and interaction quality, helping teams make informed tradeoffs and catch issues early.
Partner cross-functionally to resolve voice and interaction issues: Collaborate with engineering, product, and support teams to investigate quality gaps, diagnose root causes, and drive improvements through clear recommendations and follow-through.
Participate in customer-facing voice design work: Contribute to voice selection and design discussions with customers, helping them understand options, tradeoffs, and best practices while ensuring outcomes align with their goals.
Enable teams to scale voice design effectively: Design and develop guidance, examples, lightweight frameworks, and product enhancements, that empower product managers and engineers to make strong voice and interaction decisions independently.
Co-create agent personas and interaction patterns: Work with internal teams and customers to shape agent personalities, behaviors, and interactions, supporting distinct and intentional agent experiences as a trusted advisor.
Capture and share learnings: Document insights, patterns, and regional considerations to improve consistency, reduce repeated effort, and raise the overall quality bar across teams and deployments.
5+ years in a role that blends product craft with applied systems thinking (e.g., voice/AI experience design, conversation design, applied linguistics, UX for AI, product engineering with strong user experience focus, localization program leadership with quality ownership).
Strong ability to operate across many languages and priorities—you bring structure to ambiguity and can ship reliably while quality stays high.
Experience creating repeatable evaluation frameworks (rubrics, test suites, scorecards, QA gates) and using them to drive decisions.
Excellent communication: you can turn messy signals into clear guidance for engineering, product, and customer stakeholders.
Comfort living close to the work: deep knowledge of the product, understanding our customers and our customers’ customers, always listening, digging into edge cases, constantly improving the system as well as the product.
Experience with speech synthesis and conversational agents.
Expertise with global language families.
Familiarity with provider and voice evaluation.
Linguistics, sound editing, and/or musical background.
Experience enabling other teams via playbooks, training, and internal tooling.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nYou’ll help shape and scale high-quality voice experiences across a global portfolio of AI agents. Working closely with cross-functional teams and customer stakeholders, you’ll combine systems thinking, design judgment, and operational rigor to improve voice quality, accelerate multilingual readiness, and create more human experiences.\n\n - Improve breadth and depth of voice quality: Evaluate, compare, and iterate on voices across multiple providers, languages, and use cases, ensuring experiences meet a high bar for clarity, naturalness, and appropriateness while continuously improving product and systems.\n\n - Support faster multilingual readiness and launches: Partner with product, engineering, and deployment teams to research solutions, evaluate options, identify risks, and guide voice-related decisions that enable timely, high-confidence launches across regions.\n\n - Design and apply effective and repeatable evaluations: Create and maintain structured methods for assessing voice performance and interaction quality, helping teams make informed tradeoffs and catch issues early.\n\n - Partner cross-functionally to resolve voice and interaction issues: Collaborate with engineering, product, and support teams to investigate quality gaps, diagnose root causes, and drive improvements through clear recommendations and follow-through.\n\n - Participate in customer-facing voice design work: Contribute to voice selection and design discussions with customers, helping them understand options, tradeoffs, and best practices while ensuring outcomes align with their goals.\n\n - Enable teams to scale voice design effectively: Design and develop guidance, examples, lightweight frameworks, and product enhancements, that empower product managers and engineers to make strong voice and interaction decisions independently.\n\n - Co-create agent personas and interaction patterns: Work with internal teams and customers to shape agent personalities, behaviors, and interactions, supporting distinct and intentional agent experiences as a trusted advisor.\n\n - Capture and share learnings: Document insights, patterns, and regional considerations to improve consistency, reduce repeated effort, and raise the overall quality bar across teams and deployments.\n\n\nWHAT YOU’LL BRING\n\n - 5+ years in a role that blends product craft with applied systems thinking (e.g., voice/AI experience design, conversation design, applied linguistics, UX for AI, product engineering with strong user experience focus, localization program leadership with quality ownership).\n\n - Strong ability to operate across many languages and priorities—you bring structure to ambiguity and can ship reliably while quality stays high.\n\n - Experience creating repeatable evaluation frameworks (rubrics, test suites, scorecards, QA gates) and using them to drive decisions.\n\n - Excellent communication: you can turn messy signals into clear guidance for engineering, product, and customer stakeholders.\n\n - Comfort living close to the work: deep knowledge of the product, understanding our customers and our customers’ customers, always listening, digging into edge cases, constantly improving the system as well as the product.\n\n\nEVEN BETTER…\n\n - Experience with speech synthesis and conversational agents.\n\n - Expertise with global language families.\n\n - Familiarity with provider and voice evaluation.\n\n - Linguistics, sound editing, and/or musical background.\n\n - Experience enabling other teams via playbooks, training, and internal tooling.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $245K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $245K","compensationTiers":[{"id":"fca45466-2a89-4ae5-ae5d-44b16357abe7","tierSummary":"$170K – $245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"b51dbe56-7627-4040-a1c7-44fd0b898840","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"06da1d03-9dca-460e-9521-2763aa45c405","summary":"$170K – $245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":245000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":245000}]}},{"id":"687a56db-9f2a-42f9-94a0-fa06730c1e10","title":"Security and Compliance Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-02-12T22:34:40.748+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/687a56db-9f2a-42f9-94a0-fa06730c1e10","applyUrl":"https://jobs.ashbyhq.com/sierra/687a56db-9f2a-42f9-94a0-fa06730c1e10/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own independent audits and regulatory programs including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, HIPAA, and related frameworks.
Drive scope definition, readiness assessments, auditor engagement, remediation planning, and executive level reporting.
Develop a strong working understanding of Sierra’s Conversational AI Platform, model providers, and cloud architecture. Partner with Platform and Agent Engineering to design and operationalize controls across multi cloud environments, infrastructure, inference and data platforms.
Build a centralized and evolving security controls library mapped to compliance, regulatory and customer requirements. Continuously assess control effectiveness, identify gaps, prioritize risk, and drive remediation that strengthens Sierra’s security and compliance posture.
Define and enforce security baselines for cloud infrastructure, containerized workloads, Kubernetes, identity, encryption, logging, and network security controls. Partner with engineering teams to integrate security requirements into configuration and change management.
Design and operate automated compliance workflows using AI, infrastructure as code, and security tooling to reduce manual effort, improve control assurance, and scale with platform evolution.
You will act as a strategic partner to Platform, Product, Agent Development, Legal, and GTM, ensuring security and compliance requirements are embedded into architecture decisions, product roadmaps, and go to market execution while supporting product velocity and technical complexity.
8+ years of experience in security compliance or GRC or security adjacent roles within fast growing technology companies.
Deep expertise in security compliance frameworks including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, and similar regulatory environments.
A systems oriented and engineering focused GRC mindset, with the ability to reason about cloud architecture, data flows, and control effectiveness alongside engineers.
Experience owning complex audits and driving risk based remediation across distributed teams.
Hands-on experience with multi-cloud infrastructure (AWS, Azure, GCP).
Strong experience implementing and automating security controls across cloud infrastructure, configuration management, container security, Kubernetes, encryption, identity, and authentication systems.
Ability to clearly communicate compliance requirements internally to engineering teams and externally to customers in a technically credible way.
Relevant certifications such as CISSP, CISA, PCI ISA, ISO 27001 Lead Auditor, or equivalent experience.
Experience supporting AI platforms, fintech, healthcare, or other highly regulated environments.
Familiarity with global regulatory environments including GDPR, DORA, the EU AI Act, and emerging security and AI governance requirements across APAC regions.
Experience supporting public sector or FedRAMP aligned environments.
You will operate at the center of AI systems, cloud infrastructure, and global compliance, shaping how security controls are designed and scaled for modern AI platforms. This role offers high ownership, deep technical partnership with engineering, and the opportunity to define what strong GRC looks like at Sierra.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own independent audits and regulatory programs including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, HIPAA, and related frameworks.\n\n - Drive scope definition, readiness assessments, auditor engagement, remediation planning, and executive level reporting.\n\n - Develop a strong working understanding of Sierra’s Conversational AI Platform, model providers, and cloud architecture. Partner with Platform and Agent Engineering to design and operationalize controls across multi cloud environments, infrastructure, inference and data platforms.\n\n - Build a centralized and evolving security controls library mapped to compliance, regulatory and customer requirements. Continuously assess control effectiveness, identify gaps, prioritize risk, and drive remediation that strengthens Sierra’s security and compliance posture.\n\n - Define and enforce security baselines for cloud infrastructure, containerized workloads, Kubernetes, identity, encryption, logging, and network security controls. Partner with engineering teams to integrate security requirements into configuration and change management.\n\n - Design and operate automated compliance workflows using AI, infrastructure as code, and security tooling to reduce manual effort, improve control assurance, and scale with platform evolution.\n\n\nWHO YOU’LL WORK WITH\n\nYou will act as a strategic partner to Platform, Product, Agent Development, Legal, and GTM, ensuring security and compliance requirements are embedded into architecture decisions, product roadmaps, and go to market execution while supporting product velocity and technical complexity.\n\n\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of experience in security compliance or GRC or security adjacent roles within fast growing technology companies.\n\n - Deep expertise in security compliance frameworks including ISO 42001, PCI DSS, NIST 800-53, FedRAMP, and similar regulatory environments.\n\n - A systems oriented and engineering focused GRC mindset, with the ability to reason about cloud architecture, data flows, and control effectiveness alongside engineers.\n\n - Experience owning complex audits and driving risk based remediation across distributed teams.\n\n - Hands-on experience with multi-cloud infrastructure (AWS, Azure, GCP).\n\n - Strong experience implementing and automating security controls across cloud infrastructure, configuration management, container security, Kubernetes, encryption, identity, and authentication systems.\n\n - Ability to clearly communicate compliance requirements internally to engineering teams and externally to customers in a technically credible way.\n\n - Relevant certifications such as CISSP, CISA, PCI ISA, ISO 27001 Lead Auditor, or equivalent experience.\n\n\nEVEN BETTER...\n\n - Experience supporting AI platforms, fintech, healthcare, or other highly regulated environments.\n\n - Familiarity with global regulatory environments including GDPR, DORA, the EU AI Act, and emerging security and AI governance requirements across APAC regions.\n\n - Experience supporting public sector or FedRAMP aligned environments.\n\n\nWHY JOIN US?\n\nYou will operate at the center of AI systems, cloud infrastructure, and global compliance, shaping how security controls are designed and scaled for modern AI platforms. This role offers high ownership, deep technical partnership with engineering, and the opportunity to define what strong GRC looks like at Sierra.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $250K","compensationTiers":[{"id":"4f12383d-822c-4908-96d4-c0061439ab0b","tierSummary":"$170K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8b942ea3-448c-48f0-8b2d-45c411ed1147","summary":"$170K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000},{"id":"a9a3dc99-6193-41b7-8411-e25764cda4ce","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"f64a5b9d-9650-45ca-8596-bc845e9d8d10","title":"Enterprise Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Sydney","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-08T06:46:18.795+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Australia","addressLocality":"Sydney"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f64a5b9d-9650-45ca-8596-bc845e9d8d10","applyUrl":"https://jobs.ashbyhq.com/sierra/f64a5b9d-9650-45ca-8596-bc845e9d8d10/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"A$265K – A$340K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"A$265K - A$340K","compensationTiers":[{"id":"9ded0463-9c83-43c4-8f91-8dd098b520a2","tierSummary":"A$265K – A$340K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"43d8f55f-f8ce-43d0-8dec-34ad8a240546","summary":"A$265K – A$340K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":265000,"maxValue":340000},{"id":"1c602920-42e1-4805-b56e-751b87e20382","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"29060184-ab6c-47f1-9451-bb16fbe1d0e8","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"AUD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":265000,"maxValue":340000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"AUD","minValue":null,"maxValue":null}]}},{"id":"d48840fa-f567-482b-af77-afa4df4d0bce","title":"Enterprise Sales Director","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:12:51.191+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d48840fa-f567-482b-af77-afa4df4d0bce","applyUrl":"https://jobs.ashbyhq.com/sierra/d48840fa-f567-482b-af77-afa4df4d0bce/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$240K – $305K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$240K - $305K","compensationTiers":[{"id":"de5974a6-e5a0-468b-aa61-9bc477d4eb06","tierSummary":"$240K – $305K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"67a5ea87-e653-4974-95f0-fd8ce1c79539","summary":"$240K – $305K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":240000,"maxValue":305000},{"id":"4247bca1-1929-4a17-9084-095d27e533fa","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"46094bdc-9739-4c5c-9a9d-0276f41d8e61","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":240000,"maxValue":305000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"cf34359f-1ac3-4eda-aa96-acbdf87fbc3b","title":"Enterprise Sales Director, Financial Services","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:12:19.447+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/cf34359f-1ac3-4eda-aa96-acbdf87fbc3b","applyUrl":"https://jobs.ashbyhq.com/sierra/cf34359f-1ac3-4eda-aa96-acbdf87fbc3b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $280K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $280K","compensationTiers":[{"id":"36521b11-b5e6-4c80-ab08-39d820a246d5","tierSummary":"$260K – $280K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"802372d7-c5d8-4858-ad29-fee25ff8c48c","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"7e5b2348-ec95-4601-a2c6-5764a7524c5a","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"88407b03-95dc-46a8-969e-7f95f0938661","summary":"$260K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000}]}},{"id":"49e6bfed-2d22-40eb-a3e3-1dfb10566546","title":"Enterprise Sales Director","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}}],"publishedAt":"2026-08-05T04:12:49.376+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/49e6bfed-2d22-40eb-a3e3-1dfb10566546","applyUrl":"https://jobs.ashbyhq.com/sierra/49e6bfed-2d22-40eb-a3e3-1dfb10566546/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$330K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$330K","compensationTiers":[{"id":"781ba23a-b0e3-48ec-b805-3f80246795ef","tierSummary":"CA$305K – CA$330K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"c5c3466c-efd3-44d3-95c0-ce9568ed70e6","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"b99ffb0e-6495-4ba5-af2b-16d8924b57b8","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"e093f97f-ce8d-4650-8ded-153f75d60acc","summary":"CA$305K – CA$330K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":330000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":330000}]}},{"id":"43765060-50c1-4574-8134-428facdb388b","title":"Enterprise Sales Director - Majors","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}}],"publishedAt":"2026-07-22T02:47:30.170+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/43765060-50c1-4574-8134-428facdb388b","applyUrl":"https://jobs.ashbyhq.com/sierra/43765060-50c1-4574-8134-428facdb388b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"a849b912-6aa6-4678-8644-ec1e28c174b9","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"bdeee370-4053-41a9-b23e-5c577b3f978b","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"6aefb687-8c64-4e92-b423-0ee6932a97c8","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"438f17d1-c472-4ba1-ad2d-3ccb06f05997","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}},{"id":"2a76bb97-2719-413c-94ad-775553e63abd","title":"Strategist, Agent Development - Financial Services","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-22T19:37:43.997+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2a76bb97-2719-413c-94ad-775553e63abd","applyUrl":"https://jobs.ashbyhq.com/sierra/2a76bb97-2719-413c-94ad-775553e63abd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ebe951fb-8e8d-4bff-a499-e19010018f3b","title":"Strategist, Agent Development - Healthcare","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-02-28T00:05:16.916+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ebe951fb-8e8d-4bff-a499-e19010018f3b","applyUrl":"https://jobs.ashbyhq.com/sierra/ebe951fb-8e8d-4bff-a499-e19010018f3b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are examples of projects our healthcare team has worked on:
Lead the project for building AI agents for major health insurance networks that handle detailed questions like “what’s my co-pay for a primary care visit?” and “how many physical therapy sessions do I have left?”
Ideate and create a roadmap for growing value for large healthcare payers and providers.
Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics.
Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates.
Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are examples of projects our healthcare team has worked on:\n\n - Lead the project for building AI agents for major health insurance networks that handle detailed questions like “what’s my co-pay for a primary care visit?” and “how many physical therapy sessions do I have left?”\n\n - Ideate and create a roadmap for growing value for large healthcare payers and providers.\n\n - Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics.\n\n - Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates.\n\n - Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"eb3ee157-3d2a-412a-88a2-e2cfc5647a66","title":"Software Engineer, Agent - Healthcare","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-03-09T19:30:54.897+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/eb3ee157-3d2a-412a-88a2-e2cfc5647a66","applyUrl":"https://jobs.ashbyhq.com/sierra/eb3ee157-3d2a-412a-88a2-e2cfc5647a66/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Design and deliver production-grade AI agents for healthcare: You'll build and ship highly performant, reliable, and empathetic AI agents that handle sensitive patient and member interactions. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments serving healthcare payers, providers, and platforms.
Partner with healthcare leaders: You'll work directly with executives and technical teams at health plans, provider networks, and healthcare technology companies to understand their most pressing challenges - from managing high call volumes to reducing administrative burden and building AI agents that transform how they operate at scale.
Navigate healthcare complexity: You’ll develop deep expertise in healthcare systems and workflows, including integrations across EHR and patient access platforms, payer and provider operations, and common healthcare data and interoperability standards. You’ll become fluent in the nuances of benefits and eligibility, claims and billing, scheduling and intake, and translate that understanding into exceptional, trustworthy AI experiences.
Build the future of the platform: Your direct work with healthcare customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development in healthcare.
These are examples of projects our healthcare team has worked on:
Build AI agents for major health insurance networks that handle detailed questions such as, \"What's my co-pay for a primary care visit?\" and \"How many physical therapy sessions do I have left?\"
Develop voice and chat agents for healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location;
Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics;
Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates;
Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility - all while maintaining HIPAA compliance and strong PHI/data privacy safeguards.
Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions;
Experience building and scaling end-to-end production systems.
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
Comfort working directly with customers to understand their needs and solve real-world problems.
Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
Genuine interest in healthcare and improving patient/member experiences.
Experience in healthcare technology, health IT or working with healthcare organizations
Familiarity with healthcare systems: Major EHR ecosystems (e.g., Epic, Cerner/Oracle Health, athenahealth); X12 EDI transactions and clearinghouse workflows; scheduling/patient access, practice management, and contact center platforms.
Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy).
Experience building or deploying AI/LLM systems in production.
Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed.
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering.
Prior experience with React, TypeScript, and/or Go.
Previous roles where you interfaced with customers or led technical projects with external stakeholders.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Design and deliver production-grade AI agents for healthcare: You'll build and ship highly performant, reliable, and empathetic AI agents that handle sensitive patient and member interactions. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands.\n\n - Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments serving healthcare payers, providers, and platforms.\n\n - Partner with healthcare leaders: You'll work directly with executives and technical teams at health plans, provider networks, and healthcare technology companies to understand their most pressing challenges - from managing high call volumes to reducing administrative burden and building AI agents that transform how they operate at scale.\n\n - Navigate healthcare complexity: You’ll develop deep expertise in healthcare systems and workflows, including integrations across EHR and patient access platforms, payer and provider operations, and common healthcare data and interoperability standards. You’ll become fluent in the nuances of benefits and eligibility, claims and billing, scheduling and intake, and translate that understanding into exceptional, trustworthy AI experiences.\n\n - Build the future of the platform: Your direct work with healthcare customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development in healthcare.\n\n\nEXAMPLE PROJECTS\n\nThese are examples of projects our healthcare team has worked on:\n\n - Build AI agents for major health insurance networks that handle detailed questions such as, \"What's my co-pay for a primary care visit?\" and \"How many physical therapy sessions do I have left?\"\n\n - Develop voice and chat agents for healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location;\n\n - Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics;\n\n - Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates;\n\n - Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility - all while maintaining HIPAA compliance and strong PHI/data privacy safeguards.\n\n - Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions;\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems.\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.\n\n - A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.\n\n - Comfort working directly with customers to understand their needs and solve real-world problems.\n\n - Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.\n\n - Genuine interest in healthcare and improving patient/member experiences.\n\n\nEVEN BETTER...\n\n - Experience in healthcare technology, health IT or working with healthcare organizations\n\n - Familiarity with healthcare systems: Major EHR ecosystems (e.g., Epic, Cerner/Oracle Health, athenahealth); X12 EDI transactions and clearinghouse workflows; scheduling/patient access, practice management, and contact center platforms.\n\n - Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy).\n\n - Experience building or deploying AI/LLM systems in production.\n\n - Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed.\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering.\n\n - Prior experience with React, TypeScript, and/or Go.\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"631848ec-1a74-4067-8b9f-cd04a71aab6d","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Toronto","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-01T02:13:14.422+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/631848ec-1a74-4067-8b9f-cd04a71aab6d","applyUrl":"https://jobs.ashbyhq.com/sierra/631848ec-1a74-4067-8b9f-cd04a71aab6d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$180K – CA$390K • Offers Equity","scrapeableCompensationSalarySummary":"CA$180K - CA$390K","compensationTiers":[{"id":"4bd7e3e9-ae64-4bf2-b53d-0b2dc5b04449","tierSummary":"CA$180K – CA$390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"efec3974-5e0f-419c-943b-ef2aa7479a45","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"98947a34-d7c0-466a-b511-b8b6a36c311d","summary":"CA$180K – CA$390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":180000,"maxValue":390000}]}},{"id":"d3e957bc-b1d8-4006-be41-064d8fe4097f","title":"Senior Legal Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-03-09T17:38:05.777+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d3e957bc-b1d8-4006-be41-064d8fe4097f","applyUrl":"https://jobs.ashbyhq.com/sierra/d3e957bc-b1d8-4006-be41-064d8fe4097f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re hiring a Senior Legal Counsel to be a core member of Sierra’s global legal team, and the first legal hire in Japan. We are looking for someone who has deep expertise in end-to-end commercial contracting, supporting sales and go-to-market teams, and has acted as a generalist across areas such as IP, regulatory, privacy, product, legal operations, and/or building and scaling legal teams. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.
Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, partnership agreements, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.
Operational Excellence: Help build out our legal function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.
Expertise: Deep knowledge of practice areas that underpin the commercial legal practice, including contract law, IP, regulatory, and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual and commercial issues and be comfortable doing so.
Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed. As the team grows, you will train and mentor more junior members.
Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.
Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.
Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.
8+ years of legal experience, with a combination of both large law firm and in-house experience at a tech company. While we are looking for a Senior Legal Counsel, we are open to considering exceptional candidates with less experience as a dedicated Commercial Counsel.
A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.
Strong communication skills, both verbal and written. Professional fluency in both Japanese and English, and the ability to partner with both legal and non-legal stakeholders.
A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.
Experience working on a global legal team with strong organization, time and project management skills.
Experience developing privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.
A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.
Significant law firm experience at a top-tier, internationally recognized law firm.
Experience working at a high-growth startup and operating with a sense of ownership.
Industry specific knowledge in any of the following: Financial Services, Healthcare, Telecoms, Insurance and/or Consumer.
Direct management experience, including building and scaling a legal team or function.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nWe’re hiring a Senior Legal Counsel to be a core member of Sierra’s global legal team, and the first legal hire in Japan. We are looking for someone who has deep expertise in end-to-end commercial contracting, supporting sales and go-to-market teams, and has acted as a generalist across areas such as IP, regulatory, privacy, product, legal operations, and/or building and scaling legal teams. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.\n\n - Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, partnership agreements, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.\n\n - Operational Excellence: Help build out our legal function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.\n\n - Expertise: Deep knowledge of practice areas that underpin the commercial legal practice, including contract law, IP, regulatory, and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual and commercial issues and be comfortable doing so.\n\n - Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed. As the team grows, you will train and mentor more junior members.\n\n - Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.\n\n - Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.\n\n - Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of legal experience, with a combination of both large law firm and in-house experience at a tech company. While we are looking for a Senior Legal Counsel, we are open to considering exceptional candidates with less experience as a dedicated Commercial Counsel.\n\n - A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.\n\n - Strong communication skills, both verbal and written. Professional fluency in both Japanese and English, and the ability to partner with both legal and non-legal stakeholders.\n\n - A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.\n\n - Experience working on a global legal team with strong organization, time and project management skills.\n\n\nEVEN BETTER…\n\n - Experience developing privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.\n\n - A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.\n\n - Significant law firm experience at a top-tier, internationally recognized law firm.\n\n - Experience working at a high-growth startup and operating with a sense of ownership.\n\n - Industry specific knowledge in any of the following: Financial Services, Healthcare, Telecoms, Insurance and/or Consumer.\n\n - Direct management experience, including building and scaling a legal team or function.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"85e1d0f9-e0d5-4a82-9b30-fa4372e32872","title":"GTM Operations Analyst, Agent Development","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-21T04:06:36.950+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/85e1d0f9-e0d5-4a82-9b30-fa4372e32872","applyUrl":"https://jobs.ashbyhq.com/sierra/85e1d0f9-e0d5-4a82-9b30-fa4372e32872/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization.
Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks.
Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.
Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.
Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.
Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.
3-5 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.
Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.
Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.
Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.
Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.
Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.
A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.
Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.
Previous 0-1 operating experience at a growth stage technology company.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization.\n\n - Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks.\n\n - Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.\n\n - Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.\n\n - Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.\n\n - Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.\n\n\nWHAT YOU’LL BRING\n\n - 3-5 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.\n\n - Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.\n\n - Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.\n\n - Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.\n\n - Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.\n\n - Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.\n\n - A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.\n\n\nEVEN BETTER...\n\n - Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.\n\n - Previous 0-1 operating experience at a growth stage technology company.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $220K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $220K","compensationTiers":[{"id":"cd5eb3d9-5a56-4568-ae18-d6f237cc084b","tierSummary":"$180K – $220K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"50c89e26-70b7-48a7-8e6e-1fb4013ebe15","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"0f548786-fdfa-470e-abdf-d816e829d8c9","summary":"$180K – $220K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":220000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":220000}]}},{"id":"65eb2c63-c936-4e8e-87e7-ea080dcdca73","title":"Product Manager, Agent Development - Healthcare","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-02-28T00:02:52.509+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/65eb2c63-c936-4e8e-87e7-ea080dcdca73","applyUrl":"https://jobs.ashbyhq.com/sierra/65eb2c63-c936-4e8e-87e7-ea080dcdca73/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Build enterprise-grade AI agents for healthcare: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands.
Discover where agents will make an impact: Ground-up discovery is a critical part of the role. Work closely with providers, payers, RCMs and pharmaceutical companies to identify new use cases and opportunities for AI Agents to deliver impact for their business. You should be our customer’s trusted advisor, and be able drive strategic decisions for our customers.
Engage with customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the platform and healthcare roadmap: Your direct work with healthcare customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development in healthcare.
These are examples of projects our healthcare team has worked on:
Develop net new agentic healthcare products that can cut costs and drive revenue in the healthcare ecosystem.
Build AI agents for major health insurance networks that handle detailed questions like \"what's my co-pay for a primary care visit?\" and \"how many physical therapy sessions do I have left?\"
Develop voice and chat agents for nonprofit healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location
Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics
Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates
Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility.
Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Degree in a technical or related field, or equivalent professional experience.
Genuine interest in healthcare and improving patient/member experiences
Experience in healthcare technology, health IT or working with healthcare organizations
Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy)
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Build enterprise-grade AI agents for healthcare: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day. These agents help people understand their coverage, find providers, schedule appointments, navigate billing, and more—all while maintaining strict HIPAA compliance and the trust that healthcare demands.\n\n - Discover where agents will make an impact: Ground-up discovery is a critical part of the role. Work closely with providers, payers, RCMs and pharmaceutical companies to identify new use cases and opportunities for AI Agents to deliver impact for their business. You should be our customer’s trusted advisor, and be able drive strategic decisions for our customers.\n\n - Engage with customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the platform and healthcare roadmap: Your direct work with healthcare customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development in healthcare.\n\n\nEXAMPLE PROJECTS\n\nThese are examples of projects our healthcare team has worked on:\n\n - Develop net new agentic healthcare products that can cut costs and drive revenue in the healthcare ecosystem.\n\n - Build AI agents for major health insurance networks that handle detailed questions like \"what's my co-pay for a primary care visit?\" and \"how many physical therapy sessions do I have left?\"\n\n - Develop voice and chat agents for nonprofit healthcare providers that help members find in-network specialists, check availability, and locate providers based on specialty or location\n\n - Create AI agents for multi-site primary and urgent care providers that manage appointments and answer common questions across 30+ clinics\n\n - Build agents that replace lengthy paper intake forms with conversational experiences, boosting pre-visit intake conversion rates\n\n - Develop AI agents for healthcare financial platforms that help patients understand billing, payment status, explanations of benefits, and financial assistance eligibility.\n\n - Experiment with the latest voice models and integrate them at scale for healthcare enterprises requiring secure, compliant phone interactions\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n - Genuine interest in healthcare and improving patient/member experiences\n\n\nEVEN BETTER...\n\n - Experience in healthcare technology, health IT or working with healthcare organizations\n\n - Understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy)\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"0715ee6e-4be3-41c1-918f-de52cfdbd178","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8843fdbe-fdf5-4e31-bf8e-0897caf83100","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e0869a95-0928-4429-a53d-e8dbba51f52d","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}},{"id":"2bba25d3-f5c1-4d84-b3fb-846b40597ff5","title":"Security and Compliance Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-13T19:45:16.471+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/2bba25d3-f5c1-4d84-b3fb-846b40597ff5","applyUrl":"https://jobs.ashbyhq.com/sierra/2bba25d3-f5c1-4d84-b3fb-846b40597ff5/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Act as a primary point of accountability for customer trust enablement, including participation in customer meetings, security reviews and AI governance.
Contribute to AI Governance including building guardrails to align with AI regulations (EU AI Act, ISO 42001, NIST AI RMF and local EU laws).
Partner closely with Legal and Privacy to interpret regulatory requirements and support complex, security-sensitive contractual discussions, escalating risks and tradeoffs appropriately.
Collaborate with Engineering and Product to ensure expectations are reflected in system design and operational effectiveness.
Translate regulatory and privacy expectations into scalable, region-aware technical controls across model governance, agent security and safety, and data handling.
Own and evolve customer-facing trust materials and narratives related to AI, privacy, and security.
Represent Sierra in customer audits and formal assessments, clearly explaining security posture, governance decisions, and risk management approaches.
Support resilience and response expectations as part of broader governance, with an emphasis on learning and continuous improvement.
Continuously improve trust by identifying opportunities to streamline workflows, increase automation, and improve signal quality, while maintaining a high bar for accuracy and quality.
You will act as a strategic partner to Platform, Security, Product, Agent Development, Legal, and GTM, ensuring security and compliance requirements are embedded into architecture decisions, product roadmaps, and go to market execution while supporting product velocity and technical complexity.
8+ years of experience in security compliance, privacy, or regulatory roles in SaaS, fintech, or AI companies.
Deep experience with EU regulatory frameworks, including GDPR, DORA, EU AI Act and emerging AI regulations, paired with strong awareness of US and APAC regulatory norms.
Demonstrated ability to operate globally understanding where requirements must diverge and where alignment is possible.
Experience engaging directly with enterprise and regulated customers as a trusted representative of security, privacy, and compliance.
Ability to translate abstract or evolving regulatory requirements into defensible, real-world practices.
Comfort operating in ambiguity, making reasoned judgment calls, and clearly articulating rationale and tradeoffs.
Strong written and verbal communication skills, including close collaboration with Legal and external stakeholders.
Direct experience preparing for or operationalizing DORA, EU AI Act or ISO/IEC 42001.
Experience working in and/or supporting fintech or AI companies globally
Familiarity with AI governance frameworks such as NIST AI RMF or CSA AI controls.
Experience navigating cross-border data transfer, residency, and localization consideration in a multi-cloud environment.
Prior experience in customer-facing, sales-adjacent, or deal-support contexts.
Experience automating global security and compliance workflows.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Act as a primary point of accountability for customer trust enablement, including participation in customer meetings, security reviews and AI governance.\n\n - Contribute to AI Governance including building guardrails to align with AI regulations (EU AI Act, ISO 42001, NIST AI RMF and local EU laws).\n\n - Partner closely with Legal and Privacy to interpret regulatory requirements and support complex, security-sensitive contractual discussions, escalating risks and tradeoffs appropriately.\n\n - Collaborate with Engineering and Product to ensure expectations are reflected in system design and operational effectiveness.\n\n - Translate regulatory and privacy expectations into scalable, region-aware technical controls across model governance, agent security and safety, and data handling.\n\n - Own and evolve customer-facing trust materials and narratives related to AI, privacy, and security.\n\n - Represent Sierra in customer audits and formal assessments, clearly explaining security posture, governance decisions, and risk management approaches.\n\n - Support resilience and response expectations as part of broader governance, with an emphasis on learning and continuous improvement.\n\n - Continuously improve trust by identifying opportunities to streamline workflows, increase automation, and improve signal quality, while maintaining a high bar for accuracy and quality.\n\n\nWHO YOU’LL WORK WITH\n\nYou will act as a strategic partner to Platform, Security, Product, Agent Development, Legal, and GTM, ensuring security and compliance requirements are embedded into architecture decisions, product roadmaps, and go to market execution while supporting product velocity and technical complexity.\n\n\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of experience in security compliance, privacy, or regulatory roles in SaaS, fintech, or AI companies.\n\n - Deep experience with EU regulatory frameworks, including GDPR, DORA, EU AI Act and emerging AI regulations, paired with strong awareness of US and APAC regulatory norms.\n\n - Demonstrated ability to operate globally understanding where requirements must diverge and where alignment is possible.\n\n - Experience engaging directly with enterprise and regulated customers as a trusted representative of security, privacy, and compliance.\n\n - Ability to translate abstract or evolving regulatory requirements into defensible, real-world practices.\n\n - Comfort operating in ambiguity, making reasoned judgment calls, and clearly articulating rationale and tradeoffs.\n\n - Strong written and verbal communication skills, including close collaboration with Legal and external stakeholders.\n\n\nEVEN BETTER...\n\n - Direct experience preparing for or operationalizing DORA, EU AI Act or ISO/IEC 42001.\n\n - Experience working in and/or supporting fintech or AI companies globally\n\n - Familiarity with AI governance frameworks such as NIST AI RMF or CSA AI controls.\n\n - Experience navigating cross-border data transfer, residency, and localization consideration in a multi-cloud environment.\n\n - Prior experience in customer-facing, sales-adjacent, or deal-support contexts.\n\n - Experience automating global security and compliance workflows.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£175K – £205K • Offers Equity","scrapeableCompensationSalarySummary":"£175K - £205K","compensationTiers":[{"id":"da42264f-66cf-461e-970e-9cfb7528627b","tierSummary":"£175K – £205K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ba5bd4f7-bbcb-4c02-ba78-0f5dc2a3301e","summary":"£175K – £205K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":175000,"maxValue":205000},{"id":"1f1bc851-7f80-4ca5-82f2-bc473586da15","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":175000,"maxValue":205000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"8e477331-3525-4e87-b311-e500f0fa61e9","title":"Enterprise Account Executive (ANZ)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Sydney","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-24T03:49:36.349+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Australia","addressLocality":"Sydney"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8e477331-3525-4e87-b311-e500f0fa61e9","applyUrl":"https://jobs.ashbyhq.com/sierra/8e477331-3525-4e87-b311-e500f0fa61e9/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, address objections, and close deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers' needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical, and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early-stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, address objections, and close deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers' needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical, and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early-stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"A$385K – A$465K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"A$385K - A$465K","compensationTiers":[{"id":"158d2f06-c898-451a-b3b7-e5a14828b3b8","tierSummary":"A$385K – A$465K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"29d1698e-1b1d-40a9-a908-df3165775137","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"087b6de7-b054-4d97-bd5e-3e4920e493c8","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"AUD","minValue":null,"maxValue":null},{"id":"900d0782-9227-4656-a243-375e4325451b","summary":"A$385K – A$465K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":385000,"maxValue":465000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"AUD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":385000,"maxValue":465000}]}},{"id":"99e82c10-977f-4b42-a737-2d9812ce614d","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Sydney","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-03-24T20:05:11.405+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Australia","addressLocality":"Sydney"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/99e82c10-977f-4b42-a737-2d9812ce614d","applyUrl":"https://jobs.ashbyhq.com/sierra/99e82c10-977f-4b42-a737-2d9812ce614d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"A$275K – A$395K • Offers Equity","scrapeableCompensationSalarySummary":"A$275K - A$395K","compensationTiers":[{"id":"03ec1f28-f6d4-49d2-8ed0-9f2ea0aeffff","tierSummary":"A$275K – A$395K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"5629c73c-3514-487f-bc11-61952fb0d45a","summary":"A$275K – A$395K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":275000,"maxValue":395000},{"id":"c90ecfe2-975a-4f7c-be43-6376572b3ecb","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":275000,"maxValue":395000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"0c66e8ed-1c18-4b64-ad27-a522a866b6e1","title":"Product Manager, Voice","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-15T05:15:35.956+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/0c66e8ed-1c18-4b64-ad27-a522a866b6e1","applyUrl":"https://jobs.ashbyhq.com/sierra/0c66e8ed-1c18-4b64-ad27-a522a866b6e1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re looking for a Product Manager for Voice: real-time, human-quality AI conversations.
Voice is one of the most demanding and important surfaces for AI agents. It requires low latency, high reliability, natural turn-taking, and the ability to handle messy, real-world interactions across phone systems and global customers.
As PM for Voice, you will define how Sierra agents sound, respond, and behave in live conversations. You’ll shape the core voice experience—from first utterance → dialogue → resolution—and ensure agents perform reliably in production across telephony and real-time systems.
This is a zero-to-one and scaling role at the intersection of speech, infrastructure, and product experience.
Define the voice interaction model - Shape how agents handle real-time conversations—turn-taking, interruptions, latency, tone, and recovery from errors. Design what “human-quality” voice interaction actually means in practice.
Build reliable real-time systems - Work closely with engineering on streaming architectures, latency budgets, and failure handling. Voice is unforgiving—ensure agents respond quickly and consistently in production environments.
Own the voice stack experience - Partner across ASR, TTS, LLMs, and telephony integrations to deliver a cohesive product. Help decide model choices, orchestration strategies, and how different components work together.
Make voice measurable and improvable - Define how we evaluate voice agents: latency, interruption handling, resolution rate, and conversation quality. Build feedback loops that improve performance over time.
Translate real-world usage into product direction - Work closely with customers deploying voice agents in production. Understand edge cases (noisy environments, accents, call flows) and turn them into product improvements.
3+ years of product management experience, with meaningful exposure to real-time systems, voice, or AI products
Experience shipping voice or real-time products - You understand the constraints of latency, streaming systems, and user expectations in synchronous interactions
Strong technical depth - Ability to engage deeply with engineers on system design (e.g., speech pipelines, streaming infra, telephony systems, reliability tradeoffs)
Experience working with AI systems - Familiarity with LLMs, speech-to-text, or text-to-speech systems and their limitations in production environments
Track record of 0→1 product development - Comfortable operating in ambiguous spaces and iterating quickly to reach product-market fit
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE\n\nWe’re looking for a Product Manager for Voice: real-time, human-quality AI conversations.\n\nVoice is one of the most demanding and important surfaces for AI agents. It requires low latency, high reliability, natural turn-taking, and the ability to handle messy, real-world interactions across phone systems and global customers.\n\nAs PM for Voice, you will define how Sierra agents sound, respond, and behave in live conversations. You’ll shape the core voice experience—from first utterance → dialogue → resolution—and ensure agents perform reliably in production across telephony and real-time systems.\n\nThis is a zero-to-one and scaling role at the intersection of speech, infrastructure, and product experience.\n\n\n\n\nWHAT YOU'LL DO\n\n - Define the voice interaction model - Shape how agents handle real-time conversations—turn-taking, interruptions, latency, tone, and recovery from errors. Design what “human-quality” voice interaction actually means in practice.\n\n - Build reliable real-time systems - Work closely with engineering on streaming architectures, latency budgets, and failure handling. Voice is unforgiving—ensure agents respond quickly and consistently in production environments.\n\n - Own the voice stack experience - Partner across ASR, TTS, LLMs, and telephony integrations to deliver a cohesive product. Help decide model choices, orchestration strategies, and how different components work together.\n\n - Make voice measurable and improvable - Define how we evaluate voice agents: latency, interruption handling, resolution rate, and conversation quality. Build feedback loops that improve performance over time.\n\n - Translate real-world usage into product direction - Work closely with customers deploying voice agents in production. Understand edge cases (noisy environments, accents, call flows) and turn them into product improvements.\n\n\n\n\nWHAT YOU'LL BRING\n\n - 3+ years of product management experience, with meaningful exposure to real-time systems, voice, or AI products\n\n - Experience shipping voice or real-time products - You understand the constraints of latency, streaming systems, and user expectations in synchronous interactions\n\n - Strong technical depth - Ability to engage deeply with engineers on system design (e.g., speech pipelines, streaming infra, telephony systems, reliability tradeoffs)\n\n - Experience working with AI systems - Familiarity with LLMs, speech-to-text, or text-to-speech systems and their limitations in production environments\n\n - Track record of 0→1 product development - Comfortable operating in ambiguous spaces and iterating quickly to reach product-market fit\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"02337936-838e-4c2e-ba3c-dfbf399e3f48","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"83d30b02-525f-45cd-9826-bd5b5d54cb19","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"0928d95d-d6e3-4720-8384-417c2cd241fb","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"5aaa2eeb-92bc-4b0a-901e-8e091eff819e","title":"Product Manager, Agent Studio","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-15T05:17:26.183+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/5aaa2eeb-92bc-4b0a-901e-8e091eff819e","applyUrl":"https://jobs.ashbyhq.com/sierra/5aaa2eeb-92bc-4b0a-901e-8e091eff819e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re looking for a Product Manager for Agent Studio: the core environment where agents are created, tested, and improved.
Agent Studio brings together the full agent development experience — journeys, chat, simulations, workspaces, packages, and AI copilots like Ghostwriter and Explorer — into a unified system. It reflects Sierra’s Agent Development Life Cycle: Analyze → Build → Test → Release, repeated continuously to improve agent quality.
As PM for Agent Studio, you will define how teams actually build agents in practice. You’ll shape the systems that turn ideas into working behaviors, enable rapid iteration, and allow agents to continuously improve over time.
This is a zero-to-one and scaling role at the center of Sierra’s product.
Define the agent building experience - Shape how users move from idea → implementation across journeys, chat, and workflows. Create clear abstractions for building complex agent behavior without unnecessary friction.
Own the Agent Development Life Cycle - Design how users analyze conversations, make changes, test improvements, and release updates. Ensure the loop between build → test → learn is tight, fast, and intuitive.
Build simulation and testing systems - Define how agents are validated before deployment. Create tools for simulating real-world scenarios, identifying failures, and improving performance with confidence.
Design reusable systems through packages - Define how integrations, skills, and agent behaviors are packaged, discovered, and reused. Enable users to compose sophisticated agents from modular building blocks that improve over time.
Integrate AI copilots into the workflow - Work closely on how Ghostwriter (build) and Explorer (analyze) fit into Agent Studio. Decide what is automated vs user-driven, and how AI augments each step of the workflow.
Make agent quality measurable and actionable- Define evaluation frameworks and feedback systems so users can understand performance and systematically improve their agents.
3+ years of product management experience, ideally working on developer platforms, AI systems, or complex technical products
Strong technical depth - Ability to engage deeply with engineers on system design (e.g., simulation systems, evaluation frameworks, APIs, and platform architecture)
Experience building 0→1 products or platforms - Comfortable defining new abstractions and workflows in ambiguous spaces
Experience working with AI systems - Familiarity with LLMs and the challenges of building, testing, and iterating on non-deterministic systems
Strong product instincts for builder tools - You have taste in developer experience and can balance power, flexibility, and usability
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE\n\nWe’re looking for a Product Manager for Agent Studio: the core environment where agents are created, tested, and improved.\n\nAgent Studio brings together the full agent development experience — journeys, chat, simulations, workspaces, packages, and AI copilots like Ghostwriter and Explorer — into a unified system. It reflects Sierra’s Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle: Analyze → Build → Test → Release, repeated continuously to improve agent quality.\n\nAs PM for Agent Studio, you will define how teams actually build agents in practice. You’ll shape the systems that turn ideas into working behaviors, enable rapid iteration, and allow agents to continuously improve over time.\n\nThis is a zero-to-one and scaling role at the center of Sierra’s product.\n\n\n\n\nWHAT YOU'LL DO\n\n - Define the agent building experience - Shape how users move from idea → implementation across journeys, chat, and workflows. Create clear abstractions for building complex agent behavior without unnecessary friction.\n\n - Own the Agent Development Life Cycle - Design how users analyze conversations, make changes, test improvements, and release updates. Ensure the loop between build → test → learn is tight, fast, and intuitive.\n\n - Build simulation and testing systems - Define how agents are validated before deployment. Create tools for simulating real-world scenarios, identifying failures, and improving performance with confidence.\n\n - Design reusable systems through packages - Define how integrations, skills, and agent behaviors are packaged, discovered, and reused. Enable users to compose sophisticated agents from modular building blocks that improve over time.\n\n - Integrate AI copilots into the workflow - Work closely on how Ghostwriter (build) and Explorer (analyze) fit into Agent Studio. Decide what is automated vs user-driven, and how AI augments each step of the workflow.\n\n - Make agent quality measurable and actionable- Define evaluation frameworks and feedback systems so users can understand performance and systematically improve their agents.\n\n\n\n\nWHAT YOU'LL BRING\n\n - 3+ years of product management experience, ideally working on developer platforms, AI systems, or complex technical products\n\n - Strong technical depth - Ability to engage deeply with engineers on system design (e.g., simulation systems, evaluation frameworks, APIs, and platform architecture)\n\n - Experience building 0→1 products or platforms - Comfortable defining new abstractions and workflows in ambiguous spaces\n\n - Experience working with AI systems - Familiarity with LLMs and the challenges of building, testing, and iterating on non-deterministic systems\n\n - Strong product instincts for builder tools - You have taste in developer experience and can balance power, flexibility, and usability\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $350K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $350K","compensationTiers":[{"id":"51c50484-7bca-49d8-81b9-f11a2bdd6d57","tierSummary":"$175K – $350K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"e9a6236a-3d53-4a31-9b7c-4e3897d35dd4","summary":"$175K – $350K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"id":"f72e5f7c-4a6c-4178-bfb0-7e8e7b9427b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ea1b36ce-fba8-4a11-8f37-d880a1f4f14e","title":"Executive Assistant","department":"Operations","team":"Executive Assistant","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-05-15T23:05:46.007+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ea1b36ce-fba8-4a11-8f37-d880a1f4f14e","applyUrl":"https://jobs.ashbyhq.com/sierra/ea1b36ce-fba8-4a11-8f37-d880a1f4f14e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Proactively manage calendars, including coordinating sales and partnership meetings, discovery calls, legal contract negotiations, etc.
Ensure the effectiveness of meetings by sending preparation and follow-up materials, such as sales agreements, legal documents, etc.
Plan and execute internal events (in-person and virtual), including team offsites, trainings, and team travel weeks. Support external events, including happy hours, sporting events, leadership in market tours, and beyond.
Establish new and improve existing administrative systems and processes while helping build the founding Sierra admin team.
5+ years of Executive Assistant or similar role.
Ability to build relationships and partner effectively with cross-functional teams and external partners.
Excellent time management skills, willingness and ability to quickly shift tasks and priorities, and anticipate the needs of others before they arise.
Ability to organize, analyze, and prioritize workflows, often interpreting and leveraging data.
Willingness and ability to be in the London office 4 days per week and ability to travel with leaders if needed (~est 1x per quarter).
Advanced proficiency with Google Suite & Slack.
Experience in a fast-growing, in-person start-up environment.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Proactively manage calendars, including coordinating sales and partnership meetings, discovery calls, legal contract negotiations, etc.\n\n - Ensure the effectiveness of meetings by sending preparation and follow-up materials, such as sales agreements, legal documents, etc.\n\n - Plan and execute internal events (in-person and virtual), including team offsites, trainings, and team travel weeks. Support external events, including happy hours, sporting events, leadership in market tours, and beyond.\n\n - Establish new and improve existing administrative systems and processes while helping build the founding Sierra admin team.\n\n\nWHAT YOU'LL BRING\n\n - 5+ years of Executive Assistant or similar role.\n\n - Ability to build relationships and partner effectively with cross-functional teams and external partners.\n\n - Excellent time management skills, willingness and ability to quickly shift tasks and priorities, and anticipate the needs of others before they arise.\n\n - Ability to organize, analyze, and prioritize workflows, often interpreting and leveraging data.\n\n - Willingness and ability to be in the London office 4 days per week and ability to travel with leaders if needed (~est 1x per quarter).\n\n - Advanced proficiency with Google Suite & Slack.\n\n\nEVEN BETTER...\n\n - Experience in a fast-growing, in-person start-up environment.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"22ba107d-de01-4aa3-98fc-838cccad760c","title":"Product Manager, Ghostwriter","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-11T18:58:31.481+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/22ba107d-de01-4aa3-98fc-838cccad760c","applyUrl":"https://jobs.ashbyhq.com/sierra/22ba107d-de01-4aa3-98fc-838cccad760c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re looking for a Product Manager for Ghostwriter: the agent-building agent.
Ghostwriter transforms how software is built. Instead of navigating tools, users simply describe what they want, and Ghostwriter creates and deploys fully functional AI agents across channels like chat, voice, and email.
As PM for Ghostwriter, you will define how humans interact with software in the agent era. You’ll own the end-to-end product experience—from prompt → agent → outcome—and help scale Sierra to thousands of customers.
This is a zero-to-one and one-to-many role at the same time.
Define how AI augments agent development — shape the workflows by which CX teams and developers draft journeys, run simulations, analyze conversations, and improve agents using natural language.
Balance autonomy and control — design the right human-in-the-loop patterns (approval flows, change review, workspace isolation) so customers trust Ghostwriter to make meaningful changes to their agents.
Partner deeply with AI/ML and platform engineering — collaborate on model selection, harness engineering, execution architecture, and evaluation/testing infrastructure.
Be the voice of the agent builder — deeply understand the pain points of CX managers, agent developers, and technical teams configuring journeys, integrations, and simulations.
3+ years of product management experience, with meaningful time working with large language models directly.
Experience shipping AI products at the frontier — you deeply understand frontier model capabilities and limitations, evaluation challenges, and the unique UX considerations of non-deterministic systems.
Track record of 0→1 product development — you've taken an early-stage product and driven it to broad adoption; comfortable with high ambiguity and rapid iteration.
Strong technical depth — ability to engage meaningfully with engineers on architecture decisions (e.g., harness design and engineering, workspace isolation, API design).
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE\n\nWe’re looking for a Product Manager for Ghostwriter: the agent-building agent https://sierra.ai/blog/agents-as-a-service.\n\nGhostwriter transforms how software is built. Instead of navigating tools, users simply describe what they want, and Ghostwriter creates and deploys fully functional AI agents across channels like chat, voice, and email.\n\nAs PM for Ghostwriter, you will define how humans interact with software in the agent era. You’ll own the end-to-end product experience—from prompt → agent → outcome—and help scale Sierra to thousands of customers.\n\nThis is a zero-to-one and one-to-many role at the same time.\n\n\n\n\nWHAT YOU'LL DO\n\n - Define how AI augments agent development — shape the workflows by which CX teams and developers draft journeys, run simulations, analyze conversations, and improve agents using natural language.\n\n - Balance autonomy and control — design the right human-in-the-loop patterns (approval flows, change review, workspace isolation) so customers trust Ghostwriter to make meaningful changes to their agents.\n\n - Partner deeply with AI/ML and platform engineering — collaborate on model selection, harness engineering, execution architecture, and evaluation/testing infrastructure.\n\n - Be the voice of the agent builder — deeply understand the pain points of CX managers, agent developers, and technical teams configuring journeys, integrations, and simulations.\n\n\n\n\nWHAT YOU'LL BRING\n\n - 3+ years of product management experience, with meaningful time working with large language models directly.\n\n - Experience shipping AI products at the frontier — you deeply understand frontier model capabilities and limitations, evaluation challenges, and the unique UX considerations of non-deterministic systems.\n\n - Track record of 0→1 product development — you've taken an early-stage product and driven it to broad adoption; comfortable with high ambiguity and rapid iteration.\n\n - Strong technical depth — ability to engage meaningfully with engineers on architecture decisions (e.g., harness design and engineering, workspace isolation, API design).\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"5b5ad17d-3765-401e-a5d5-7b14bb5476b7","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"bff53792-b975-4af6-96c1-6bd5afc8bc22","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"b96b1b9b-e3cb-4958-b53a-a56932e494c9","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"787c1efd-2327-46e7-9335-59a20ad4be18","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Sydney","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-13T15:25:27.714+00:00","isListed":true,"isRemote":true,"workplaceType":"Hybrid","address":{"postalAddress":{"addressCountry":"Australia","addressLocality":"Sydney"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/787c1efd-2327-46e7-9335-59a20ad4be18","applyUrl":"https://jobs.ashbyhq.com/sierra/787c1efd-2327-46e7-9335-59a20ad4be18/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"A$235K – A$425K • Offers Equity","scrapeableCompensationSalarySummary":"A$235K - A$425K","compensationTiers":[{"id":"aad0705d-4c05-46c4-afe5-f891e0c4d447","tierSummary":"A$235K – A$425K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"1f996fcd-1608-4a90-9516-7f60235249cf","summary":"A$235K – A$425K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":235000,"maxValue":425000},{"id":"1151547f-0a9a-4ba5-af94-84d5e9a80294","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"AUD","minValue":235000,"maxValue":425000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"b8a89b9a-70a1-4e47-874c-41542d1bc60a","title":"Software Engineer, Agent (Korean Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-17T08:04:10.025+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b8a89b9a-70a1-4e47-874c-41542d1bc60a","applyUrl":"https://jobs.ashbyhq.com/sierra/b8a89b9a-70a1-4e47-874c-41542d1bc60a/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Proficiency in Korean is preferred to support interactions with Korean-speaking clients.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n - Proficiency in Korean is preferred to support interactions with Korean-speaking clients.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 295K – SGD 495K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 295K - SGD 495K","compensationTiers":[{"id":"fb7b7e52-e537-481d-a2a2-e024f3e4281f","tierSummary":"SGD 295K – SGD 495K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"cc17ac97-1994-46ba-986a-b854f3768e50","summary":"SGD 295K – SGD 495K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"id":"11c02694-4e16-4674-a76a-5b9d9ff54126","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1162dcd2-b181-49d5-9316-342cd68acbed","title":"Software Engineer, Agent (Thai Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-04-17T08:04:54.581+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1162dcd2-b181-49d5-9316-342cd68acbed","applyUrl":"https://jobs.ashbyhq.com/sierra/1162dcd2-b181-49d5-9316-342cd68acbed/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Proficiency in Thai is preferred to support interactions with Thai-speaking clients.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n - Proficiency in Thai is preferred to support interactions with Thai-speaking clients.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 295K – SGD 495K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 295K - SGD 495K","compensationTiers":[{"id":"fb7b7e52-e537-481d-a2a2-e024f3e4281f","tierSummary":"SGD 295K – SGD 495K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"cc17ac97-1994-46ba-986a-b854f3768e50","summary":"SGD 295K – SGD 495K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"id":"11c02694-4e16-4674-a76a-5b9d9ff54126","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"d9c0aa93-e35d-4752-9cef-4c39dcad5365","title":"Forward Deployed Infrastructure Engineer ","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-04-21T22:00:03.218+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d9c0aa93-e35d-4752-9cef-4c39dcad5365","applyUrl":"https://jobs.ashbyhq.com/sierra/d9c0aa93-e35d-4752-9cef-4c39dcad5365/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.
Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.
Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.
Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.
Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.
Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.
Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.
4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.
Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).
Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.
Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.
Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.
Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.
Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.
Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).
Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n\nAs a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.\n\n\n - Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.\n\n - Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.\n\n - Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.\n\n - Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.\n\n - Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.\n\n - Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.\n\n\n\n\nWHAT YOU'LL BRING\n\n\n\n - 4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.\n\n - Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).\n\n - Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.\n\n - Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.\n\n - Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.\n\n - Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n\n\n\nEVEN BETTER…\n\n - Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.\n\n - Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.\n\n - Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).\n\n - Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"a93d88a4-a1b1-489e-8ad3-6c2a89436e25","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"46447e67-8b48-414e-a9ee-a04982dedf22","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"ba172283-97d7-41ea-9c46-1f58b8087d31","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"5ea8d56f-09b5-4113-9929-a3ef42d010ef","title":"AI Voice Designer","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-05-05T19:12:59.981+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/5ea8d56f-09b5-4113-9929-a3ef42d010ef","applyUrl":"https://jobs.ashbyhq.com/sierra/5ea8d56f-09b5-4113-9929-a3ef42d010ef/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Voice is one of the most demanding and important surfaces for AI agents. How an agent sounds – its warmth, tone, pacing, accent, and personality – is often the first and most lasting impression a customer has of a brand. Getting it right is equal parts craft, taste, and technical execution.
We're looking for a technical Voice Designer to own that craft. This is a forward-deployed role: you'll work hand-in-hand with Sierra's customers to develop, build, launch, and continuously improve the voices our agents use across our European locales. You are the person who turns a customer's requirements into a living, production-quality AI voice.
You’ll work closely with our voice platform team to implement and tune voices that run at scale on our infrastructure. This will include recording and editing audio, and configuring voices in the Sierra platform (including by making some code-level changes) to bring these voices to life. You’ll partner with the Platform team to build new tools that make voice development increasingly self-serve over time.
This is a hands-on role that blends product sensibility, design taste, customer partnership, and enough technical comfort to work directly in command-line tooling. It sits at the intersection of speech, brand, and engineering.
Develop new voices — Design and implement natural-sounding production-ready voices for European locales and key customers, from first concept through launch. Own the end-to-end experience of how a voice sounds—and make deliberate, tasteful choices about accent, pacing, personality, and prosody.
Build and tune voices in the tooling — Tune voices directly using Sierra's platform tooling, including running command-line prompts and submitting pull requests. You're comfortable operating in this environment and iterating quickly.
Direct and record voice talent — Source, direct, and record voice actors. Cut, clean, and prepare audio files for use in the voice pipeline, ensuring recordings meet the quality bar for synthesis.
Partner with customers on requirements — Work directly with Sierra's customers to understand both their hard requirements (locale coverage, latency, telephony constraints, compliance) and soft requirements (brand personality, tone, warmth, register). Translate fuzzy brand language into concrete, buildable voice specifications.
Make voice quality measurable — Help define how we judge whether a voice is good: naturalness, brand fit, intelligibility, and consistency across a conversation. Build feedback loops with customers and contractors that improve voices over time.
Manage a network of language contractors — Employ and manage contractors with native language skills who can partner with you to tune voices in their languages, review nuances a non-speaker would miss, and assess quality improvements over time. Build repeatable processes for evaluating voice quality across locales.
Inform the platform roadmap — Act as the platform team's sharpest internal customer. Collate customer feedback and help scope the tools, levers, and workflows that will let the voice platform team build, launch, and manage voices at scale, and enable voice design to become increasingly self-serve over time.
You’ll have demonstrable professional experience in:
Audio: Professional experience in audio, sound, or voice design — e.g. as a sound designer, audio designer, voice/UX audio designer, or in music/audio production.
Tools: Hands-on recording and editing of speech and audio, including directing voice talent and working in professional studio settings. Fluency with audio tooling and DAWs (e.g. Pro Tools, Logic, Ableton, Audition, iZotope RX) for cutting, cleaning, and preparing audio.
Voice AI: Some experience with speech synthesis / TTS, voice cloning, or conversational AI voice tooling (e.g. ElevenLabs and similar).
Craft & Taste: Demonstrable taste and craft in how things sound — a portfolio or body of work you can point to (voices, earcons/UI sounds, sonic branding, character voices, or similar).
Technical: Comfort with technical, command-line-adjacent tooling: writing basic scripts, able to run CLI commands, make config/code-level tweaks, submit pull requests, and leverage AI coding agents.. Not a software engineer, but comfortable in the terminal.
Customer-facing: Comfortable working directly with clients to deliver on their expectations and timeline.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\n\n\nABOUT THE ROLE\n\nVoice is one of the most demanding and important surfaces for AI agents. How an agent sounds – its warmth, tone, pacing, accent, and personality – is often the first and most lasting impression a customer has of a brand. Getting it right is equal parts craft, taste, and technical execution.\n\n\n\nWe're looking for a technical Voice Designer to own that craft. This is a forward-deployed role: you'll work hand-in-hand with Sierra's customers to develop, build, launch, and continuously improve the voices our agents use across our European locales. You are the person who turns a customer's requirements into a living, production-quality AI voice.\n\n\n\nYou’ll work closely with our voice platform team to implement and tune voices that run at scale on our infrastructure. This will include recording and editing audio, and configuring voices in the Sierra platform (including by making some code-level changes) to bring these voices to life. You’ll partner with the Platform team to build new tools that make voice development increasingly self-serve over time.\n\n\n\nThis is a hands-on role that blends product sensibility, design taste, customer partnership, and enough technical comfort to work directly in command-line tooling. It sits at the intersection of speech, brand, and engineering.\n\n\n\n\nWHAT YOU’LL DO\n\n - Develop new voices — Design and implement natural-sounding production-ready voices for European locales and key customers, from first concept through launch. Own the end-to-end experience of how a voice sounds—and make deliberate, tasteful choices about accent, pacing, personality, and prosody.\n\n - Build and tune voices in the tooling — Tune voices directly using Sierra's platform tooling, including running command-line prompts and submitting pull requests. You're comfortable operating in this environment and iterating quickly.\n\n - Direct and record voice talent — Source, direct, and record voice actors. Cut, clean, and prepare audio files for use in the voice pipeline, ensuring recordings meet the quality bar for synthesis.\n\n - Partner with customers on requirements — Work directly with Sierra's customers to understand both their hard requirements (locale coverage, latency, telephony constraints, compliance) and soft requirements (brand personality, tone, warmth, register). Translate fuzzy brand language into concrete, buildable voice specifications.\n\n - Make voice quality measurable — Help define how we judge whether a voice is good: naturalness, brand fit, intelligibility, and consistency across a conversation. Build feedback loops with customers and contractors that improve voices over time.\n\n - Manage a network of language contractors — Employ and manage contractors with native language skills who can partner with you to tune voices in their languages, review nuances a non-speaker would miss, and assess quality improvements over time. Build repeatable processes for evaluating voice quality across locales.\n\n - Inform the platform roadmap — Act as the platform team's sharpest internal customer. Collate customer feedback and help scope the tools, levers, and workflows that will let the voice platform team build, launch, and manage voices at scale, and enable voice design to become increasingly self-serve over time.\n \n \n\n\nPAST EXPERIENCE\n\nYou’ll have demonstrable professional experience in:\n\n - Audio: Professional experience in audio, sound, or voice design — e.g. as a sound designer, audio designer, voice/UX audio designer, or in music/audio production.\n\n - Tools: Hands-on recording and editing of speech and audio, including directing voice talent and working in professional studio settings. Fluency with audio tooling and DAWs (e.g. Pro Tools, Logic, Ableton, Audition, iZotope RX) for cutting, cleaning, and preparing audio.\n\n - Voice AI: Some experience with speech synthesis / TTS, voice cloning, or conversational AI voice tooling (e.g. ElevenLabs and similar).\n\n - Craft & Taste: Demonstrable taste and craft in how things sound — a portfolio or body of work you can point to (voices, earcons/UI sounds, sonic branding, character voices, or similar).\n\n - Technical: Comfort with technical, command-line-adjacent tooling: writing basic scripts, able to run CLI commands, make config/code-level tweaks, submit pull requests, and leverage AI coding agents.. Not a software engineer, but comfortable in the terminal.\n\n - Customer-facing: Comfortable working directly with clients to deliver on their expectations and timeline.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"013d54ba-6658-448b-9de6-c7ba8dcad77f","title":"Forward Deployed Infrastructure Engineer ","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-17T01:06:40.272+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/013d54ba-6658-448b-9de6-c7ba8dcad77f","applyUrl":"https://jobs.ashbyhq.com/sierra/013d54ba-6658-448b-9de6-c7ba8dcad77f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.
Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.
Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.
Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.
Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.
Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.
Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.
4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.
Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).
Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.
Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.
Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.
Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.
Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.
Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).
Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n\nAs a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.\n\n\n - Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.\n\n - Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.\n\n - Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.\n\n - Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.\n\n - Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.\n\n - Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.\n\n\n\n\nWHAT YOU'LL BRING\n\n\n\n - 4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.\n\n - Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).\n\n - Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.\n\n - Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.\n\n - Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.\n\n - Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n\n\n\nEVEN BETTER…\n\n - Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.\n\n - Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.\n\n - Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).\n\n - Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£170K – £290K • Offers Equity","scrapeableCompensationSalarySummary":"£170K - £290K","compensationTiers":[{"id":"0be7bfd1-65e5-427a-86be-f60917ef916d","tierSummary":"£170K – £290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"b85cc7f3-8ca9-41c0-bb45-feba42c97128","summary":"£170K – £290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":170000,"maxValue":290000},{"id":"b2bfe558-8360-4f8e-bd87-5b5585bf9fb5","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":170000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1e052261-0c89-4ccb-abfa-3820a1596a6e","title":"Product Manager, Infrastructure","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-05-01T03:10:31.648+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1e052261-0c89-4ccb-abfa-3820a1596a6e","applyUrl":"https://jobs.ashbyhq.com/sierra/1e052261-0c89-4ccb-abfa-3820a1596a6e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Define the infrastructure platform: Shape the abstractions that power agent execution—including compute, storage, orchestration, and networking layers—making them scalable, reliable, and developer-friendly.
Own performance, reliability, and scale: Define how Sierra systems handle real-time workloads, high concurrency, and enterprise-grade uptime requirements. Set the bar for latency, availability, and fault tolerance.
Design developer primitives and tooling: Build the internal and external interfaces (APIs, SDKs, workflows) that engineers use to deploy, monitor, and iterate on agents.
Drive system architecture decisions: Partner closely with engineering to make tradeoffs across consistency, cost, performance, and complexity. Bring first-principles thinking to infra design.
Enable rapid iteration across the company: Ensure infrastructure accelerates product velocity, not slows it down — enabling teams to ship quickly without sacrificing reliability.
Work across the full stack of the platform: Collaborate with product, engineering, and GTM teams to ensure infrastructure supports real customer use cases and evolving product needs.
Deep technical product experience: building highly technical products, ideally across infrastructure, platform, or developer tooling
Strong systems intuition: Ability to reason about distributed systems, scalability, latency, and reliability from first principles
End-to-end product ownership: Track record of leading products from 0→1 and through scale, working closely with engineering and cross-functional teams
Excellent collaboration and communication: Ability to work deeply with engineers while clearly articulating tradeoffs and decisions across stakeholders
Comfort with ambiguity and pace: Experience operating in fast-moving environments, building new systems with incomplete information
Experience with distributed systems, infrastructure, or platform engineering (compute, storage, networking, orchestration)
Experience building developer platforms, APIs, or SDKs
Familiarity with modern AI/ML infrastructure or real-time systems
Some coding experience (e.g., Typescript, Go, Python)
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Define the infrastructure platform: Shape the abstractions that power agent execution—including compute, storage, orchestration, and networking layers—making them scalable, reliable, and developer-friendly.\n\n - Own performance, reliability, and scale: Define how Sierra systems handle real-time workloads, high concurrency, and enterprise-grade uptime requirements. Set the bar for latency, availability, and fault tolerance.\n\n - Design developer primitives and tooling: Build the internal and external interfaces (APIs, SDKs, workflows) that engineers use to deploy, monitor, and iterate on agents.\n\n - Drive system architecture decisions: Partner closely with engineering to make tradeoffs across consistency, cost, performance, and complexity. Bring first-principles thinking to infra design.\n\n - Enable rapid iteration across the company: Ensure infrastructure accelerates product velocity, not slows it down — enabling teams to ship quickly without sacrificing reliability.\n\n - Work across the full stack of the platform: Collaborate with product, engineering, and GTM teams to ensure infrastructure supports real customer use cases and evolving product needs.\n \n\n\nWHAT YOU’LL BRING\n\n - Deep technical product experience: building highly technical products, ideally across infrastructure, platform, or developer tooling\n\n - Strong systems intuition: Ability to reason about distributed systems, scalability, latency, and reliability from first principles\n\n - End-to-end product ownership: Track record of leading products from 0→1 and through scale, working closely with engineering and cross-functional teams\n\n - Excellent collaboration and communication: Ability to work deeply with engineers while clearly articulating tradeoffs and decisions across stakeholders\n\n - Comfort with ambiguity and pace: Experience operating in fast-moving environments, building new systems with incomplete information\n\n\n\n\nEVEN BETTER...\n\n - Experience with distributed systems, infrastructure, or platform engineering (compute, storage, networking, orchestration)\n\n - Experience building developer platforms, APIs, or SDKs\n\n - Familiarity with modern AI/ML infrastructure or real-time systems\n\n - Some coding experience (e.g., Typescript, Go, Python)\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$175K – $350K • Offers Equity","scrapeableCompensationSalarySummary":"$175K - $350K","compensationTiers":[{"id":"51c50484-7bca-49d8-81b9-f11a2bdd6d57","tierSummary":"$175K – $350K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"e9a6236a-3d53-4a31-9b7c-4e3897d35dd4","summary":"$175K – $350K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"id":"f72e5f7c-4a6c-4178-bfb0-7e8e7b9427b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":175000,"maxValue":350000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9ec424f1-9013-41d1-bc4d-d36ddb9c98c1","title":"Corporate Security Engineer, Lead","department":"IT","team":"IT","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-05-01T16:31:29.614+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9ec424f1-9013-41d1-bc4d-d36ddb9c98c1","applyUrl":"https://jobs.ashbyhq.com/sierra/9ec424f1-9013-41d1-bc4d-d36ddb9c98c1/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As the founding Corporate Security Engineer, Lead at Sierra, you will define and build our Corporate Security capability within IT — establishing the operating model, executing the initial roadmap, and shaping the function as it grows over time.
Own the centralized risk register and drive remediation across SaaS applications, integrations, endpoints, identity, and access paths.
Secure our SaaS and integration landscape by auditing and governing OAuth applications, Slack integrations, and third-party connections, and by establishing authorization controls and ongoing review processes.
Design and implement enforcement systems — automation and integrations that continuously enforce controls, detect and revoke unauthorized access, govern OAuth scopes, and monitor integration activity.
Improve endpoint and user-level visibility, working with existing endpoint management tooling to manage risk from user-installed applications and browser extensions.
Sequence a broader security roadmap across adjacent domains (DLP, IAM, Zero Trust, vendor security, detection and response, and more), and shape how the team grows over time.
Significant experience in corporate security, IT security, or security engineering, with a track record of building programs or capabilities rather than operating within established ones.
Strong technical depth across several of the following: identity and access management, SaaS security, endpoint management, DLP, network security, detection and response.
Demonstrated ability to build tooling and automation that enforce controls, not just define them. You've written code, built integrations, or implemented systems that actively reduce risk in a production environment.
Experience working within or closely alongside IT organizations. You understand the operational realities of IT — device management, support workflows, tooling constraints — and can build security practices that work with these realities rather than against them.
The ability to define and communicate risk clearly to both technical and non-technical stakeholders, and comfort making sequencing decisions with imperfect information.
A bias toward pragmatic, enforceable controls over theoretical frameworks.
Experience with macOS-heavy environments managed through Jamf Pro or Fleet.
Familiarity with OAuth governance, Slack integration management, or SaaS security posture management (SSPM) tooling.
Experience building toward Zero Trust architecture or implementing DLP at a growth-stage company.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - As the founding Corporate Security Engineer, Lead at Sierra, you will define and build our Corporate Security capability within IT — establishing the operating model, executing the initial roadmap, and shaping the function as it grows over time.\n\n - Own the centralized risk register and drive remediation across SaaS applications, integrations, endpoints, identity, and access paths.\n\n - Secure our SaaS and integration landscape by auditing and governing OAuth applications, Slack integrations, and third-party connections, and by establishing authorization controls and ongoing review processes.\n\n - Design and implement enforcement systems — automation and integrations that continuously enforce controls, detect and revoke unauthorized access, govern OAuth scopes, and monitor integration activity.\n\n - Improve endpoint and user-level visibility, working with existing endpoint management tooling to manage risk from user-installed applications and browser extensions.\n\n - Sequence a broader security roadmap across adjacent domains (DLP, IAM, Zero Trust, vendor security, detection and response, and more), and shape how the team grows over time.\n\n\nWHAT YOU’LL BRING\n\n - Significant experience in corporate security, IT security, or security engineering, with a track record of building programs or capabilities rather than operating within established ones.\n\n - Strong technical depth across several of the following: identity and access management, SaaS security, endpoint management, DLP, network security, detection and response.\n\n - Demonstrated ability to build tooling and automation that enforce controls, not just define them. You've written code, built integrations, or implemented systems that actively reduce risk in a production environment.\n\n - Experience working within or closely alongside IT organizations. You understand the operational realities of IT — device management, support workflows, tooling constraints — and can build security practices that work with these realities rather than against them.\n\n - The ability to define and communicate risk clearly to both technical and non-technical stakeholders, and comfort making sequencing decisions with imperfect information.\n\n - A bias toward pragmatic, enforceable controls over theoretical frameworks.\n\n\nEVEN BETTER…\n\n - Experience with macOS-heavy environments managed through Jamf Pro or Fleet.\n\n - Familiarity with OAuth governance, Slack integration management, or SaaS security posture management (SSPM) tooling.\n\n - Experience building toward Zero Trust architecture or implementing DLP at a growth-stage company.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $200K","compensationTiers":[{"id":"67e85617-fd31-4efa-875a-0049929a0be5","tierSummary":"$160K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"3af8dc65-92bd-4183-8283-81125c1f9a2f","summary":"$160K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"id":"5d0d42ce-36a9-43db-9f43-1febb65a3f1f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"56fe4918-7463-46b6-89aa-7ea2fc92a2a3","title":"People Partner, Agent Development","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-24T15:58:41.182+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/56fe4918-7463-46b6-89aa-7ea2fc92a2a3","applyUrl":"https://jobs.ashbyhq.com/sierra/56fe4918-7463-46b6-89aa-7ea2fc92a2a3/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.
HR Administration: Manage HR systems, maintain accurate employee records, benefits enrollment, and generating HR reports.
Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.
HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.
Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.
Organizational Design: Structure teams for efficiency and scalability, define roles and responsibilities, and align talent with our business strategy and outcomes.
Advising Leaders: Coach and support managers to build high-performing, engaged teams and navigate people-related challenges with confidence.
Proactive Org Health: Leverage data and organizational signals to get ahead of risks. Partner with leaders to build resilient team structures and maintain high talent density.
Data-driven Insights: Translate trends and signals into clear, concise narratives that drive better people decisions at every level.
5-10 years of experience in human resources or people operations, ideally in a fast-growing environment supporting Engineering organizations.
Demonstrated expertise and understanding of HR best practices, employment laws, and regulations.
Excellent organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.
Proactive, innovative mindset with a focus on continuous improvement and strategic impact.
Experience partnering with engineering, product, or other technical teams.
Hands-on experience implementing HR systems and processes in a scaling company.
Exposure to international HR compliance, including global employment laws and cross-border workforce considerations.
Understanding of international compensation structures and total rewards programs.
Fluency with AI tools to continuously sharpen how the team operates and executes, not just to save time but to raise the bar on quality.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.\n\n - HR Administration: Manage HR systems, maintain accurate employee records, benefits enrollment, and generating HR reports.\n\n - Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.\n\n - HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.\n\n - Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.\n\n - Organizational Design: Structure teams for efficiency and scalability, define roles and responsibilities, and align talent with our business strategy and outcomes.\n\n - Advising Leaders: Coach and support managers to build high-performing, engaged teams and navigate people-related challenges with confidence.\n\n - Proactive Org Health: Leverage data and organizational signals to get ahead of risks. Partner with leaders to build resilient team structures and maintain high talent density.\n\n - Data-driven Insights: Translate trends and signals into clear, concise narratives that drive better people decisions at every level.\n\n\nWHAT YOU’LL BRING\n\n - 5-10 years of experience in human resources or people operations, ideally in a fast-growing environment supporting Engineering organizations.\n\n - Demonstrated expertise and understanding of HR best practices, employment laws, and regulations.\n\n - Excellent organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.\n\n - Proactive, innovative mindset with a focus on continuous improvement and strategic impact.\n\n - Experience partnering with engineering, product, or other technical teams.\n\n\nEVEN BETTER…\n\n - Hands-on experience implementing HR systems and processes in a scaling company.\n\n - Exposure to international HR compliance, including global employment laws and cross-border workforce considerations.\n\n - Understanding of international compensation structures and total rewards programs.\n\n - Fluency with AI tools to continuously sharpen how the team operates and executes, not just to save time but to raise the bar on quality.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $200K","compensationTiers":[{"id":"f61a0532-c0f7-40d8-9f00-2e68a1f49ac5","tierSummary":"$160K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"f587a0b9-1cd0-47b4-9dcf-4a5045a2a09f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"bb52b207-a963-42e8-bd80-78c162830387","summary":"$160K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000}]}},{"id":"b90d210e-c622-46c1-a0c3-d3ef3b3696dd","title":"Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Munich","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-05-19T17:05:10.178+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Germany","addressLocality":"Munich"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b90d210e-c622-46c1-a0c3-d3ef3b3696dd","applyUrl":"https://jobs.ashbyhq.com/sierra/b90d210e-c622-46c1-a0c3-d3ef3b3696dd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Design and demo Sierra’s incredible Agent product, offering technical solutions to solve for our customer’s needs, and answering technical questions about our solutions.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€120K – €195K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"€120K - €195K","compensationTiers":[{"id":"68dfe4e1-210f-4e92-b03f-645dcb1d0cb8","tierSummary":"€120K – €195K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"8fa78f5d-d90e-4b29-8d18-9bca3d9c2917","summary":"€120K – €195K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":120000,"maxValue":195000},{"id":"17a57f3d-c858-4dc6-b243-8c4a0b9e3a1f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"a0b88108-2eb8-4a2a-b8e6-a357727d6ad1","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":120000,"maxValue":195000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null}]}},{"id":"3d8c3eb0-82ca-4f9e-91bb-f07ce06b0f76","title":"Enterprise Sales Leader","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Munich","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-30T10:53:47.339+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Germany","addressLocality":"Munich"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3d8c3eb0-82ca-4f9e-91bb-f07ce06b0f76","applyUrl":"https://jobs.ashbyhq.com/sierra/3d8c3eb0-82ca-4f9e-91bb-f07ce06b0f76/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead & develop a high-performing sales team - Hire, onboard, and develop AEs across DACH. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team
Own regional performance - Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights
Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy
10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts.
People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team.
Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Strong Communication Skills: Exceptional verbal and written communication abilities.
Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry Knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience Building GTM Strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Lead & develop a high-performing sales team - Hire, onboard, and develop AEs across DACH. Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team\n\n - Own regional performance - Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights\n\n - Be deeply involved in deals - Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy\n\n\nWHAT YOU'LL BRING\n\n - 10- 15+ years of experience in an Enterprise customer-facing sales role, identifying and closing large accounts.\n\n - People Leadership Experience: 5+ years managing, mentoring, and developing a high performing enterprise sales team.\n\n - Enterprise Experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Strong Communication Skills: Exceptional verbal and written communication abilities.\n\n - Analytical Mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry Knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience Building GTM Strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€290K – €335K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"€290K - €335K","compensationTiers":[{"id":"6df6b215-263e-4b30-9168-a7d3a26c7ec0","tierSummary":"€290K – €335K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"d9ce720f-525a-4312-9676-d895a31d9d32","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"4e2526c5-5957-45d1-8afa-d7df49b03393","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"id":"27f77233-97c9-4803-a0bb-8b0fc0a6478d","summary":"€290K – €335K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":290000,"maxValue":335000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":290000,"maxValue":335000}]}},{"id":"140ea7e3-425a-46dd-93e3-a471fab07a4f","title":"Technical Recruiter ","department":"Operations","team":"Recruiting","employmentType":"Contract","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-05-22T19:44:52.040+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/140ea7e3-425a-46dd-93e3-a471fab07a4f","applyUrl":"https://jobs.ashbyhq.com/sierra/140ea7e3-425a-46dd-93e3-a471fab07a4f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting processes in a fast paced environment , delivering a high-quality experience for candidates, interviewers, and hiring managers
Partner closely with hiring managers as a trusted advisor to define role requirements, develop compelling position profiles, and align on hiring priorities and timelines
Develop and execute targeted sourcing strategies across multiple channels (LinkedIn, referrals, communities, events, etc.) to attract both active and passive technical talent
Proactively identify, engage, and close top technical candidates in a competitive market
Manage and continuously optimize the interview process, ensuring efficiency, consistency, and equitable hiring practices
Track, analyze, and report on key recruiting metrics (pipeline health, time-to-fill, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence
5+ years of full-cycle recruiting experience, preferably in a fast-paced, high-growth tech environment.
Proven ability to develop and execute recruiting strategies that align with business objectives.
A well-established network within the tech industry and a passion for building new connections.
Ability to navigate ambiguity in order to adapt to the ever-changing needs of a growing organization.
Proficiency in using recruiting metrics and data to inform decisions and improve processes.
Strong collaboration skills with a willingness to work cross-functionally to achieve Sierra’s goals.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting processes in a fast paced environment , delivering a high-quality experience for candidates, interviewers, and hiring managers\n\n - Partner closely with hiring managers as a trusted advisor to define role requirements, develop compelling position profiles, and align on hiring priorities and timelines\n\n - Develop and execute targeted sourcing strategies across multiple channels (LinkedIn, referrals, communities, events, etc.) to attract both active and passive technical talent\n\n - Proactively identify, engage, and close top technical candidates in a competitive market\n\n - Manage and continuously optimize the interview process, ensuring efficiency, consistency, and equitable hiring practices\n\n - Track, analyze, and report on key recruiting metrics (pipeline health, time-to-fill, source effectiveness, candidate experience) and share insights with hiring managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5+ years of full-cycle recruiting experience, preferably in a fast-paced, high-growth tech environment.\n\n - Proven ability to develop and execute recruiting strategies that align with business objectives.\n\n - A well-established network within the tech industry and a passion for building new connections.\n\n - Ability to navigate ambiguity in order to adapt to the ever-changing needs of a growing organization.\n\n - Proficiency in using recruiting metrics and data to inform decisions and improve processes.\n\n - Strong collaboration skills with a willingness to work cross-functionally to achieve Sierra’s goals.\n \n \n\n\n\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"97ca0c70-f371-4167-9908-2adca3464b8d","title":"Software Engineer - Healthcare Integrations","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-08-04T20:11:30.631+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/97ca0c70-f371-4167-9908-2adca3464b8d","applyUrl":"https://jobs.ashbyhq.com/sierra/97ca0c70-f371-4167-9908-2adca3464b8d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
As a Software Engineer working on Healthcare Interoperability at Sierra, you will design and build the core healthcare integration primitives that enable Sierra agents to safely connect with EHRs and other healthcare systems of record.
Own production integrations with systems such as Epic, athenahealth, Oracle Health, eClinicalWorks, MEDITECH, and other healthcare platforms, including FHIR, HL7, APIs, flat files, and customer-specific integration patterns.
Build reusable platform capabilities for healthcare data access, write-back workflows, authentication, authorization, auditability, observability, testing, and deployment across customers.
Partner closely with Agent Engineers to help them design and ship healthcare workflows such as appointment scheduling, patient intake, care navigation, CRM updates, clinical task routing, and other read/write agent actions.
Serve as a technical SME with customers’ EHR, IT, security, and operations teams, translating complex interoperability requirements into clear implementation plans and durable Sierra platform capabilities.
Help define Sierra’s standards for safe healthcare agent actions, including validation, idempotency, permissions, human-in-the-loop review, escalation, and PHI/data privacy safeguards.
8+ years of hands-on software engineering experience, including experience operating at or above the level of Senior Software Engineer.
Deep experience shipping production healthcare integrations under HIPAA, security, privacy, and compliance constraints.
Strong technical fluency with healthcare interoperability standards and patterns, including FHIR, HL7, OAuth/SMART-style authorization, patient identity, data mapping, audit logs, and EHR-specific APIs.
Experience building integrations with one or more major EHRs or healthcare platforms, such as Epic, athenahealth, Oracle Health, eClinicalWorks, MEDITECH, or similar systems.
Strong product and platform judgment: you know what should become a reusable primitive, what should remain customer-specific, and how to design abstractions that survive real-world healthcare complexity.
Comfort working directly with customers, including EHR analysts, security teams, technical executives, and operations leaders, while staying deeply hands-on in the code.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building and scaling end-to-end production systems.
Experience building or deploying AI/LLM systems in production.
Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed.
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering.
Prior experience with React, TypeScript, and/or Go.
Previous roles where you interfaced with customers or led technical projects with external stakeholders.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - As a Software Engineer working on Healthcare Interoperability at Sierra, you will design and build the core healthcare integration primitives that enable Sierra agents to safely connect with EHRs and other healthcare systems of record.\n\n - Own production integrations with systems such as Epic, athenahealth, Oracle Health, eClinicalWorks, MEDITECH, and other healthcare platforms, including FHIR, HL7, APIs, flat files, and customer-specific integration patterns.\n\n - Build reusable platform capabilities for healthcare data access, write-back workflows, authentication, authorization, auditability, observability, testing, and deployment across customers.\n\n - Partner closely with Agent Engineers to help them design and ship healthcare workflows such as appointment scheduling, patient intake, care navigation, CRM updates, clinical task routing, and other read/write agent actions.\n\n - Serve as a technical SME with customers’ EHR, IT, security, and operations teams, translating complex interoperability requirements into clear implementation plans and durable Sierra platform capabilities.\n\n - Help define Sierra’s standards for safe healthcare agent actions, including validation, idempotency, permissions, human-in-the-loop review, escalation, and PHI/data privacy safeguards.\n\n\nWHAT YOU'LL BRING\n\n - 8+ years of hands-on software engineering experience, including experience operating at or above the level of Senior Software Engineer.\n\n - Deep experience shipping production healthcare integrations under HIPAA, security, privacy, and compliance constraints.\n\n - Strong technical fluency with healthcare interoperability standards and patterns, including FHIR, HL7, OAuth/SMART-style authorization, patient identity, data mapping, audit logs, and EHR-specific APIs.\n\n - Experience building integrations with one or more major EHRs or healthcare platforms, such as Epic, athenahealth, Oracle Health, eClinicalWorks, MEDITECH, or similar systems.\n\n - Strong product and platform judgment: you know what should become a reusable primitive, what should remain customer-specific, and how to design abstractions that survive real-world healthcare complexity.\n\n - Comfort working directly with customers, including EHR analysts, security teams, technical executives, and operations leaders, while staying deeply hands-on in the code.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience building and scaling end-to-end production systems.\n\n - Experience building or deploying AI/LLM systems in production.\n\n - Have been a founder or founding engineer—you know what it means to balance craft, ownership, and speed.\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering.\n\n - Prior experience with React, TypeScript, and/or Go.\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"2d3dc678-f55d-4d34-ba75-dfc87cb2241d","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"fe85341c-83ce-4797-9dca-388275bf5846","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"c53fc600-0d01-47f5-80aa-24eaaf8ce559","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"0b6fd623-0dc8-4a91-8d62-f1901272490c","title":"Recruiting Manager","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-07-28T13:30:46.326+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/0b6fd623-0dc8-4a91-8d62-f1901272490c","applyUrl":"https://jobs.ashbyhq.com/sierra/0b6fd623-0dc8-4a91-8d62-f1901272490c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead recruiting across Japan, supporting both technical and non-technical hiring, including Engineering, Product Management, Sales, G&A, and leadership roles.
Build and develop a high-performing recruiting team while fostering a culture of excellence, collaboration, and continuous improvement.
Partner closely with senior leaders to translate business priorities into scalable hiring strategies and market plans.
Serve as a trusted advisor on the Japan talent market, providing insights on the competitive landscape, compensation trends, hiring strategies, and organizational design.
Develop innovative sourcing strategies to attract exceptional talent.
Personally recruit and close senior and business-critical hires when needed.
Continuously improve recruiting operations, interview quality, and candidate experience while ensuring hiring decisions remain thoughtful, efficient, and consistent.
Partner cross-functionally with People, Compensation, Immigration, and Recruiting Operations to support the continued growth of our Japan business.
Use recruiting data and market insights to influence hiring priorities, capacity planning, and long-term workforce strategy.
10+ years of recruiting experience, including experience leading recruiting teams in Japan.
Experience hiring across both technical and business functions within high-growth technology companies.
Deep understanding of the Japan talent market, including experience building engineering and enterprise sales organizations.
Strong people leadership skills with a track record of coaching and developing recruiters.
Experience partnering directly with executives and senior hiring managers on organizational growth and talent strategy.
Excellent judgment, prioritization, and problem-solving skills in fast-changing environments.
Passion for delivering an exceptional candidate and hiring manager experience.
Native fluency in Japanese and strong written and verbal English communication, with the ability to influence and build trust across global and local stakeholders.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Lead recruiting across Japan, supporting both technical and non-technical hiring, including Engineering, Product Management, Sales, G&A, and leadership roles.\n\n - Build and develop a high-performing recruiting team while fostering a culture of excellence, collaboration, and continuous improvement.\n\n - Partner closely with senior leaders to translate business priorities into scalable hiring strategies and market plans.\n\n - Serve as a trusted advisor on the Japan talent market, providing insights on the competitive landscape, compensation trends, hiring strategies, and organizational design.\n\n - Develop innovative sourcing strategies to attract exceptional talent.\n\n - Personally recruit and close senior and business-critical hires when needed.\n\n - Continuously improve recruiting operations, interview quality, and candidate experience while ensuring hiring decisions remain thoughtful, efficient, and consistent.\n\n - Partner cross-functionally with People, Compensation, Immigration, and Recruiting Operations to support the continued growth of our Japan business.\n\n - Use recruiting data and market insights to influence hiring priorities, capacity planning, and long-term workforce strategy.\n\n\nWHAT YOU’LL BRING\n\n - 10+ years of recruiting experience, including experience leading recruiting teams in Japan.\n\n - Experience hiring across both technical and business functions within high-growth technology companies.\n\n - Deep understanding of the Japan talent market, including experience building engineering and enterprise sales organizations.\n\n - Strong people leadership skills with a track record of coaching and developing recruiters.\n\n - Experience partnering directly with executives and senior hiring managers on organizational growth and talent strategy.\n\n - Excellent judgment, prioritization, and problem-solving skills in fast-changing environments.\n\n - Passion for delivering an exceptional candidate and hiring manager experience.\n\n - Native fluency in Japanese and strong written and verbal English communication, with the ability to influence and build trust across global and local stakeholders.\n\n\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"8fe2757e-13e9-47e0-9d5a-90b2596a975c","title":"Software Engineer, Payments Infrastructure","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-02T17:38:25.749+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8fe2757e-13e9-47e0-9d5a-90b2596a975c","applyUrl":"https://jobs.ashbyhq.com/sierra/8fe2757e-13e9-47e0-9d5a-90b2596a975c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The Payments Infrastructure team builds the trust boundary between a live conversation and the rest of Sierra: sensitive data enters through a customer's voice or chat, leaves as a token, and the agent never sees the plaintext in between. Doing this well means weaving four hard domains together at once: LLMs, payments, infrastructure, and voice. Done right, it unlocks seamless, compliant payments for every Sierra agent and the people who use them. It's already one of the highest-containment features Sierra ships: when an agent can take a payment, the conversation keeps going instead of transferring to a person, so the agent resolves everything around it too. The platform is PCI DSS Level 1, on Visa's Global Registry, and carries cardholder data across millions of payment lifecycle events for enterprise customers.
Design the secure-capture protocol every channel sits behind, so the payment feels like one continuous conversation to the person on the other end, while telephony providers, contact-center platforms, embedded chat, and Sierra's own voice stack all present a single event lifecycle to agent code, no matter how different each customer's stack is.
Build and extend the tokenization platform: per-token envelope encryption with a unique data key per token, so a single compromised decrypt exposes one token at most.
Own the security perimeter around the cardholder-data environment, so what each system can reach is enforced by infrastructure rather than convention, and auditable by design.
Build deterministic, auditable detection in the agent's hot path that catches the cardholder data general-purpose models miss, and help design the purpose-built detection model that comes next. No LLM, including any we build ourselves, ever sees plaintext cardholder data.
Make payments something other engineers can use without becoming compliance experts: drive the platform toward processor-agnostic charging, self-serve onboarding, and single-tenant deployments, so a team can add payments to an agent without a payments infrastructure engineer in the loop.
Set technical direction across the team's hardest problems, get the abstractions right so we solve each one once rather than per customer, and raise the bar for the engineers around you.
7+ years building backend, platform, or infrastructure systems, with a track record of shipping and operating high-reliability services in production at a strong engineering organization.
A deep security instinct. You design as though every component will eventually be compromised, and you reason naturally about blast radius, least privilege, and making bad states impossible rather than reacting to them.
Fluency in a systems language (we use Go) and comfort owning critical distributed systems end to end, from design through production and on-call.
A record of setting technical direction on ambiguous, high-stakes problems, and getting the abstractions right so they hold up across teams and customers.
A generalist's instinct. You build clean abstractions and protocols over messy, inconsistent external systems, and you're never satisfied solving a problem once per customer.
Degree in Computer Science or a related field, or equivalent professional experience.
Experience in a regulated or sensitive-data domain such as payments, PCI, tokenization, key management, or healthcare and PHI.
Depth in one of our core areas: applied cryptography and key management; voice, telephony, or real-time media pipelines; or cloud security and network isolation.
Experience building platforms other engineering teams build on, such as internal protocols, SDKs, and self-serve developer services.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n\n\nThe Payments Infrastructure team builds the trust boundary between a live conversation and the rest of Sierra: sensitive data enters through a customer's voice or chat, leaves as a token, and the agent never sees the plaintext in between. Doing this well means weaving four hard domains together at once: LLMs, payments, infrastructure, and voice. Done right, it unlocks seamless, compliant payments for every Sierra agent and the people who use them. It's already one of the highest-containment features Sierra ships: when an agent can take a payment, the conversation keeps going instead of transferring to a person, so the agent resolves everything around it too. The platform is PCI DSS Level 1, on Visa's Global Registry, and carries cardholder data across millions of payment lifecycle events for enterprise customers.\n\n\n\n - Design the secure-capture protocol every channel sits behind, so the payment feels like one continuous conversation to the person on the other end, while telephony providers, contact-center platforms, embedded chat, and Sierra's own voice stack all present a single event lifecycle to agent code, no matter how different each customer's stack is.\n\n - Build and extend the tokenization platform: per-token envelope encryption with a unique data key per token, so a single compromised decrypt exposes one token at most.\n\n - Own the security perimeter around the cardholder-data environment, so what each system can reach is enforced by infrastructure rather than convention, and auditable by design.\n\n - Build deterministic, auditable detection in the agent's hot path that catches the cardholder data general-purpose models miss, and help design the purpose-built detection model that comes next. No LLM, including any we build ourselves, ever sees plaintext cardholder data.\n\n - Make payments something other engineers can use without becoming compliance experts: drive the platform toward processor-agnostic charging, self-serve onboarding, and single-tenant deployments, so a team can add payments to an agent without a payments infrastructure engineer in the loop.\n\n - Set technical direction across the team's hardest problems, get the abstractions right so we solve each one once rather than per customer, and raise the bar for the engineers around you.\n\n\nWHAT YOU'LL BRING\n\n - 7+ years building backend, platform, or infrastructure systems, with a track record of shipping and operating high-reliability services in production at a strong engineering organization.\n\n - A deep security instinct. You design as though every component will eventually be compromised, and you reason naturally about blast radius, least privilege, and making bad states impossible rather than reacting to them.\n\n - Fluency in a systems language (we use Go) and comfort owning critical distributed systems end to end, from design through production and on-call.\n\n - A record of setting technical direction on ambiguous, high-stakes problems, and getting the abstractions right so they hold up across teams and customers.\n\n - A generalist's instinct. You build clean abstractions and protocols over messy, inconsistent external systems, and you're never satisfied solving a problem once per customer.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n\nEVEN BETTER…\n\n - Experience in a regulated or sensitive-data domain such as payments, PCI, tokenization, key management, or healthcare and PHI.\n\n - Depth in one of our core areas: applied cryptography and key management; voice, telephony, or real-time media pipelines; or cloud security and network isolation.\n\n - Experience building platforms other engineering teams build on, such as internal protocols, SDKs, and self-serve developer services.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"6a4d8e28-3e97-41fc-a5b8-dadd8040c34d","title":"Vendor Security Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-06-03T00:43:55.697+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6a4d8e28-3e97-41fc-a5b8-dadd8040c34d","applyUrl":"https://jobs.ashbyhq.com/sierra/6a4d8e28-3e97-41fc-a5b8-dadd8040c34d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're looking for a Vendor Security Manager to join Sierra's Security team. The security of our Conversational AI Platform depends on the security of everything connected to it, the vendors, model providers, infrastructure partners, and supply chain dependencies that enable how Sierra operates and scales.
You'll build and scale Sierra's vendor security program from the ground up, conducting deep technical assessments, developing frameworks purpose-built for AI vendor risk, and driving security decisions across all of Sierra's third-party security relationships. This is a hands-on role that requires both technical depth and strong judgment. You’ll help Sierra make informed trade-offs between speed, scale, and security in a business that moves fast and operates in regulated industries.
We value people who are energized by uncertainty and who can form a credible point of view even with incomplete information and can get more rigorous as the situation sharpens.
Program Ownership & Security Risk Management
Be the interface between Security and Sierra teams on everything vendor security related, drive risk conversations, and keep the program moving.
Own vendor security risk decisions and escalation paths end-to-end, including clear documentation of risk acceptance rationale, mitigation plans, and trade-offs.
Build and continuously improve the vendor security program methodology, tooling, risk tiering, monitoring, and response, scaling it intelligently as Sierra's vendor footprint grows.
Assess and manage security risk across Sierra's full third-party landscape, recognizing that vendors, strategic partners, and contractors carry distinct risk profiles and require tailored oversight. A technology partner with deep API integration is a different security conversation than a SaaS tool or a contractor with scoped environment access — the program you build should reflect that.
Ensure the program meets audit and regulatory expectations across SOC 2, PCI DSS, FedRAMP, ISO 42001, ISO 27001, and emerging AI governance frameworks that hold up under enterprise customer and regulator scrutiny.
Technical Assessment & Supply Chain
Conduct deep, evidence-based security assessments across Sierra's vendor landscape SaaS providers, cloud and infrastructure partners, AI and model providers, and strategic suppliers including reviewing architectures, IAM configurations, access scopes, and vulnerability assessments.
Develop assessment frameworks for AI and model vendors that address risks specific to how these systems actually work including prompt data handling, training data practices, inference infrastructure access, and model supply chain integrity.
Develop and maintain a model provider oversight program that reflects Sierra's reality of working across a constellation of LLM and AI model vendors. That means understanding each provider's data handling commitments, inference infrastructure security, model update and versioning practices, and what contractual and technical controls govern how Sierra's data moves through each. When a model provider changes terms, updates a model, or discloses a security issue, you're the person who understands what it means for Sierra and what to do about it.
Map and monitor Sierra's full supply chain surface, including fourth parties and subprocessors, with visibility into software dependencies, open source components, and AI model provenance.
Think in blast radius. Understand what's reachable if they're compromised data flows, network adjacency, privilege scope, lateral movement paths and let that analysis drive technical controls and contractual requirements.
Automation & Visibility
Build detection logic and automated alerting that fires when a vendor's security posture degrades lapsed certifications, exposed services, configuration drift, or new vulnerability disclosures so Sierra's response is proactive.
Automate evidence collection and control validation across the vendor portfolio, reducing the manual overhead of assessment cycles and creating an audit trail that holds up under scrutiny.
Build integrations between vendor security tooling and Sierra's internal systems, procurement workflows and Slack alerting so risk signals reach the right people quickly and efficiently.
Use AI and tooling to analyze vendor documentation at scale and surface risk signals early and continuously. Develop dashboards and reporting that give leadership real visibility into vendor risk posture, remediation velocity, assessment coverage, and aging findings.
Who You'll Work With
You’ll work with Platform Engineering, Security Engineering, Legal, Operations and Finance teams to understand IAM boundaries, model provider’s API access and infrastructure scaling.
You'll partner on understanding what vendors actually have access to, how third-party components sit inside Sierra's architecture, and how supply chain security gets built into how Sierra ships.
What You'll Bring
10 or more years in information security with real depth in vendor security, third-party risk, or GRC in a regulated environment financial services, healthcare, government, or enterprise SaaS. You've made consequential risk decisions under pressure and know what it means to be accountable for them.
Technical fluency in cloud security, AWS and GCP IAM, VPC architecture, encryption, logging and monitoring, shared responsibility models at a level where you can assess what a vendor's architecture actually means for Sierra's exposure, not just whether their controls list maps to a framework.
Deep working knowledge of ISO 27001, NIST 800-53, SOC 2, PCI DSS, and FedRAMP as they apply to third-party oversight. You understand what auditors are actually looking for and build programs that hold up because they're rigorous, not just well-documented.
Experience building automations, integrations, or detection logic whether through GRC tooling, APIs, or scripting that reduce manual work and surface risk signals faster. You think about scale from the start.
Genuine curiosity about AI security model supply chains, prompt data handling, adversarial ML, and the governance frameworks being built around AI systems. You don't need to have all the answers, but this space should excite you.
The ability to communicate complex risk clearly to engineers, and auditors without losing precision or confidence. Your assessments and risk decisions need to be technically sound and immediately legible to people with very different backgrounds.
Comfort operating in ambiguity and fast-moving environments where the challenges are new, the regulatory frameworks are still forming, and learning on the job is part of the work.
Even Better
You've built a vendor security program from scratch and know what you'd do differently.
You have experience with AI or ML vendors and a developing point of view on what good looks like.
You're familiar with software supply chain security, SBOM and dependency integrity.
You've built or led implementation of GRC, TPRM, supply chain security tooling.
You hold a CISSP, CISA or have led ISO 27001, PCI DSS or other compliance programs in the past.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nTHE ROLE\n\n\n\nWe're looking for a Vendor Security Manager to join Sierra's Security team. The security of our Conversational AI Platform depends on the security of everything connected to it, the vendors, model providers, infrastructure partners, and supply chain dependencies that enable how Sierra operates and scales.\n\nYou'll build and scale Sierra's vendor security program from the ground up, conducting deep technical assessments, developing frameworks purpose-built for AI vendor risk, and driving security decisions across all of Sierra's third-party security relationships. This is a hands-on role that requires both technical depth and strong judgment. You’ll help Sierra make informed trade-offs between speed, scale, and security in a business that moves fast and operates in regulated industries.\n\nWe value people who are energized by uncertainty and who can form a credible point of view even with incomplete information and can get more rigorous as the situation sharpens.\n\n\n\n\nWHAT YOU'LL DO\n\n\n\nProgram Ownership & Security Risk Management\n\n\n\nBe the interface between Security and Sierra teams on everything vendor security related, drive risk conversations, and keep the program moving.\n\nOwn vendor security risk decisions and escalation paths end-to-end, including clear documentation of risk acceptance rationale, mitigation plans, and trade-offs.\n\nBuild and continuously improve the vendor security program methodology, tooling, risk tiering, monitoring, and response, scaling it intelligently as Sierra's vendor footprint grows.\n\nAssess and manage security risk across Sierra's full third-party landscape, recognizing that vendors, strategic partners, and contractors carry distinct risk profiles and require tailored oversight. A technology partner with deep API integration is a different security conversation than a SaaS tool or a contractor with scoped environment access — the program you build should reflect that.\n\nEnsure the program meets audit and regulatory expectations across SOC 2, PCI DSS, FedRAMP, ISO 42001, ISO 27001, and emerging AI governance frameworks that hold up under enterprise customer and regulator scrutiny.\n\n\n\nTechnical Assessment & Supply Chain\n\n\n\nConduct deep, evidence-based security assessments across Sierra's vendor landscape SaaS providers, cloud and infrastructure partners, AI and model providers, and strategic suppliers including reviewing architectures, IAM configurations, access scopes, and vulnerability assessments.\n\nDevelop assessment frameworks for AI and model vendors that address risks specific to how these systems actually work including prompt data handling, training data practices, inference infrastructure access, and model supply chain integrity.\n\nDevelop and maintain a model provider oversight program that reflects Sierra's reality of working across a constellation of LLM and AI model vendors. That means understanding each provider's data handling commitments, inference infrastructure security, model update and versioning practices, and what contractual and technical controls govern how Sierra's data moves through each. When a model provider changes terms, updates a model, or discloses a security issue, you're the person who understands what it means for Sierra and what to do about it.\n\nMap and monitor Sierra's full supply chain surface, including fourth parties and subprocessors, with visibility into software dependencies, open source components, and AI model provenance.\n\nThink in blast radius. Understand what's reachable if they're compromised data flows, network adjacency, privilege scope, lateral movement paths and let that analysis drive technical controls and contractual requirements.\n\n\n\nAutomation & Visibility\n\n\n\nBuild detection logic and automated alerting that fires when a vendor's security posture degrades lapsed certifications, exposed services, configuration drift, or new vulnerability disclosures so Sierra's response is proactive.\n\nAutomate evidence collection and control validation across the vendor portfolio, reducing the manual overhead of assessment cycles and creating an audit trail that holds up under scrutiny.\n\nBuild integrations between vendor security tooling and Sierra's internal systems, procurement workflows and Slack alerting so risk signals reach the right people quickly and efficiently.\n\nUse AI and tooling to analyze vendor documentation at scale and surface risk signals early and continuously. Develop dashboards and reporting that give leadership real visibility into vendor risk posture, remediation velocity, assessment coverage, and aging findings.\n\n\n\nWho You'll Work With\n\n\n\nYou’ll work with Platform Engineering, Security Engineering, Legal, Operations and Finance teams to understand IAM boundaries, model provider’s API access and infrastructure scaling.\n\nYou'll partner on understanding what vendors actually have access to, how third-party components sit inside Sierra's architecture, and how supply chain security gets built into how Sierra ships.\n\n\n\nWhat You'll Bring\n\n - 10 or more years in information security with real depth in vendor security, third-party risk, or GRC in a regulated environment financial services, healthcare, government, or enterprise SaaS. You've made consequential risk decisions under pressure and know what it means to be accountable for them.\n\n - Technical fluency in cloud security, AWS and GCP IAM, VPC architecture, encryption, logging and monitoring, shared responsibility models at a level where you can assess what a vendor's architecture actually means for Sierra's exposure, not just whether their controls list maps to a framework.\n\n - Deep working knowledge of ISO 27001, NIST 800-53, SOC 2, PCI DSS, and FedRAMP as they apply to third-party oversight. You understand what auditors are actually looking for and build programs that hold up because they're rigorous, not just well-documented.\n\n - Experience building automations, integrations, or detection logic whether through GRC tooling, APIs, or scripting that reduce manual work and surface risk signals faster. You think about scale from the start.\n\n - Genuine curiosity about AI security model supply chains, prompt data handling, adversarial ML, and the governance frameworks being built around AI systems. You don't need to have all the answers, but this space should excite you.\n\n - The ability to communicate complex risk clearly to engineers, and auditors without losing precision or confidence. Your assessments and risk decisions need to be technically sound and immediately legible to people with very different backgrounds.\n\n - Comfort operating in ambiguity and fast-moving environments where the challenges are new, the regulatory frameworks are still forming, and learning on the job is part of the work.\n\n\n\nEven Better\n\n - You've built a vendor security program from scratch and know what you'd do differently.\n\n - You have experience with AI or ML vendors and a developing point of view on what good looks like.\n\n - You're familiar with software supply chain security, SBOM and dependency integrity.\n\n - You've built or led implementation of GRC, TPRM, supply chain security tooling.\n\n - You hold a CISSP, CISA or have led ISO 27001, PCI DSS or other compliance programs in the past.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"26d1f737-94a6-497e-a672-93f4f652fca7","title":"Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-06-03T10:01:02.292+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/26d1f737-94a6-497e-a672-93f4f652fca7","applyUrl":"https://jobs.ashbyhq.com/sierra/26d1f737-94a6-497e-a672-93f4f652fca7/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting process, creating a positive candidate, interviewer, and Hiring Manager experience
Be a strategic partner, working closely with Hiring Managers to develop position profiles, understand overall needs and requirements, as well as the candidate market
Create and execute sourcing strategies across multiple channels for both active and passive candidates for each role
Track and analyze recruiting metrics and report to Hiring Managers and Sierra leadership on a regular cadence
5-8+ years of full-cycle recruiting experience at a high-growth tech company, with early-stage start-up experience preferred
Demonstrated expertise in recruiting, outbound sourcing, and closing candidates across technical and business roles
Ability to build impactful relationships with hiring managers and interview teams
Strong English and Japanese written and verbal communication
Experience with Ashby ATS
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting process, creating a positive candidate, interviewer, and Hiring Manager experience\n\n - Be a strategic partner, working closely with Hiring Managers to develop position profiles, understand overall needs and requirements, as well as the candidate market\n\n - Create and execute sourcing strategies across multiple channels for both active and passive candidates for each role\n\n - Track and analyze recruiting metrics and report to Hiring Managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5-8+ years of full-cycle recruiting experience at a high-growth tech company, with early-stage start-up experience preferred\n\n - Demonstrated expertise in recruiting, outbound sourcing, and closing candidates across technical and business roles\n\n - Ability to build impactful relationships with hiring managers and interview teams\n\n - Strong English and Japanese written and verbal communication\n\n\nEVEN BETTER...\n\n - Experience with Ashby ATS\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"1b9ee346-c934-4c51-896f-86a56397d17a","title":"People Partner, Europe","department":"Operations","team":"HR","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-19T14:04:19.485+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1b9ee346-c934-4c51-896f-86a56397d17a","applyUrl":"https://jobs.ashbyhq.com/sierra/1b9ee346-c934-4c51-896f-86a56397d17a/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.
HR Administration: Manage HR systems, maintain accurate employee records, benefits enrolment, and generating HR reports.
Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.
HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.
Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.
Organisational design: Structure teams for efficiency and scalability, define roles and responsibilities, and align talent with our business strategy and outcomes.
Advising Leaders: Coach and support managers to build high-performing, engaged teams and navigate people-related challenges with confidence.
Proactive Org Health: Leverage data and organisational signals to get ahead of risks. Partner with leaders to build resilient team structures and maintain high talent density.
Data-driven Insights: Translate trends and signals into clear, concise narratives that drive better people decisions at every level.
5-10 years of experience in human resources or people operations, ideally in a fast-growing environment.
Demonstrated expertise and understanding of UK HR best practices, employment laws, and regulations.
Excellent organisational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.
Proactive, innovative mindset with a focus on continuous improvement and strategic impact.
Experience partnering with engineering, product, or other technical teams.
Hands-on experience implementing HR systems and processes in a scaling company.
Exposure to broader European HR compliance, including global employment laws and cross-border workforce considerations.
Understanding of international compensation structures and total rewards programs.
Fluency with AI tools to continuously sharpen how the team operates and executes, not just to save time but to raise the bar on quality.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.\n\n - HR Administration: Manage HR systems, maintain accurate employee records, benefits enrolment, and generating HR reports.\n\n - Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.\n\n - HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.\n\n - Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.\n\n - Organisational design: Structure teams for efficiency and scalability, define roles and responsibilities, and align talent with our business strategy and outcomes.\n\n - Advising Leaders: Coach and support managers to build high-performing, engaged teams and navigate people-related challenges with confidence.\n\n - Proactive Org Health: Leverage data and organisational signals to get ahead of risks. Partner with leaders to build resilient team structures and maintain high talent density.\n\n - Data-driven Insights: Translate trends and signals into clear, concise narratives that drive better people decisions at every level.\n\n\nWHAT YOU'LL BRING\n\n - 5-10 years of experience in human resources or people operations, ideally in a fast-growing environment.\n\n - Demonstrated expertise and understanding of UK HR best practices, employment laws, and regulations.\n\n - Excellent organisational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.\n\n - Proactive, innovative mindset with a focus on continuous improvement and strategic impact.\n\n - Experience partnering with engineering, product, or other technical teams.\n\n\nEVEN BETTER...\n\n - Hands-on experience implementing HR systems and processes in a scaling company.\n\n - Exposure to broader European HR compliance, including global employment laws and cross-border workforce considerations.\n\n - Understanding of international compensation structures and total rewards programs.\n\n - Fluency with AI tools to continuously sharpen how the team operates and executes, not just to save time but to raise the bar on quality.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£110K – £185K • Offers Equity","scrapeableCompensationSalarySummary":"£110K - £185K","compensationTiers":[{"id":"9d134724-3177-4b7e-8822-e401f4d72632","tierSummary":"£110K – £185K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"24ee65ca-dcd4-48a4-bfa1-b51e7f115e49","summary":"£110K – £185K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":110000,"maxValue":185000},{"id":"4c24bff5-fa24-4776-b097-72094baa45e1","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":110000,"maxValue":185000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"78c5dce4-3670-4c9b-a666-98f435c56324","title":"Software Engineer, Agent Data Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:26:10.009+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/78c5dce4-3670-4c9b-a666-98f435c56324","applyUrl":"https://jobs.ashbyhq.com/sierra/78c5dce4-3670-4c9b-a666-98f435c56324/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
You’ll join a full-stack data team building the systems making our AI agents measurably smarter with every interaction, building the real-time pipelines, analytics products, and deep personalization primitives that turn millions of conversations into business outcomes. You’ll work across these areas:
Data Foundations: Architect and build our core platform to handle data at scale with low latency. This includes our real-time eventing infrastructure, streaming and batch ETL pipelines, and our Iceberg-based data lakehouse. You will own the systems for interactive OLAP querying, orchestration, and experimentation, ensuring our data is trustworthy, fast, and easy to use for the entire organization.
Memory & Personalization: Power the next generation of intelligent experiences. You will develop the systems for long-term agent memory, build reusable Customer Data Platform (CDP) primitives, and implement the optimization loops that allow our agents to personalize interactions and demonstrably lift business outcomes.
We’re excited to meet candidates who bring depth in one of these areas:
Platform Engineering
You have designed, built, and operated large-scale data systems, processing terabytes or petabytes of data with technologies like Spark, Flink, Trino/Presto, and data lakehouse formats like Iceberg or Hudi.
You possess strong backend and distributed systems fundamentals in a language like Go, Scala, or Python. You understand the trade-offs of different storage engines, query plans, and data serialization formats.
You have a history of implementing pragmatic data governance, lineage, and testing. You’ve built platforms that are cost-aware, highly operable, and a delight for other engineers to build upon.
You're well-versed in data modeling best practices (dimensional modeling, star/snowflake schemas, slowly changing dimensions) and know how to optimize analytical query patterns for both traditional OLAP systems and modern cloud data warehouses.
Product Engineering
You have a portfolio of shipped data products, including analytics dashboards, data visualization tools, or alerting and exploration systems.
You are a skilled full-stack engineer (e.g., TypeScript/React and a service layer like Go), with a keen eye for performance, API design, and polish.
You excel at turning ambiguous questions into clear, intuitive interfaces. You have strong product sense around information architecture, handling empty states, and making complex data explainable.
You have practical experience with ML-powered product features, such as personalization, recommendations, or classification systems.
Shared Qualities
Strong software engineering background with 4-7+ years of hands-on development experience in building and shipping production systems or products.
A passion for being on the frontier of AI products.
High agency and a bias to action in a high-autonomy environment.
Degree in Computer Science or related field, or equivalent professional experience.
Deep experience with event streaming platforms (e.g., Kafka, Kinesis) and real-time data processing.
Experience with modern data visualization libraries (e.g., ECharts, D3.js) and the principles of building performant, reusable charting components for complex data.
Production experience with recommender systems or optimization loops (e.g., multi-armed bandits, ranking).
A track record of leading complex technical projects or mentoring other engineers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nYou’ll join a full-stack data team building the systems making our AI agents measurably smarter with every interaction, building the real-time pipelines, analytics products, and deep personalization primitives that turn millions of conversations into business outcomes. You’ll work across these areas:\n\n - Data Foundations: Architect and build our core platform to handle data at scale with low latency. This includes our real-time eventing infrastructure, streaming and batch ETL pipelines, and our Iceberg-based data lakehouse. You will own the systems for interactive OLAP querying, orchestration, and experimentation, ensuring our data is trustworthy, fast, and easy to use for the entire organization.\n\n - Memory & Personalization: Power the next generation of intelligent experiences. You will develop the systems for long-term agent memory, build reusable Customer Data Platform (CDP) primitives, and implement the optimization loops that allow our agents to personalize interactions and demonstrably lift business outcomes.\n\n\nWHAT YOU'LL BRING\n\nWe’re excited to meet candidates who bring depth in one of these areas:\n\nPlatform Engineering\n\n - You have designed, built, and operated large-scale data systems, processing terabytes or petabytes of data with technologies like Spark, Flink, Trino/Presto, and data lakehouse formats like Iceberg or Hudi.\n\n - You possess strong backend and distributed systems fundamentals in a language like Go, Scala, or Python. You understand the trade-offs of different storage engines, query plans, and data serialization formats.\n\n - You have a history of implementing pragmatic data governance, lineage, and testing. You’ve built platforms that are cost-aware, highly operable, and a delight for other engineers to build upon.\n\n - You're well-versed in data modeling best practices (dimensional modeling, star/snowflake schemas, slowly changing dimensions) and know how to optimize analytical query patterns for both traditional OLAP systems and modern cloud data warehouses.\n\nProduct Engineering\n\n - You have a portfolio of shipped data products, including analytics dashboards, data visualization tools, or alerting and exploration systems.\n\n - You are a skilled full-stack engineer (e.g., TypeScript/React and a service layer like Go), with a keen eye for performance, API design, and polish.\n\n - You excel at turning ambiguous questions into clear, intuitive interfaces. You have strong product sense around information architecture, handling empty states, and making complex data explainable.\n\n - You have practical experience with ML-powered product features, such as personalization, recommendations, or classification systems.\n\nShared Qualities\n\n - Strong software engineering background with 4-7+ years of hands-on development experience in building and shipping production systems or products.\n\n - A passion for being on the frontier of AI products.\n\n - High agency and a bias to action in a high-autonomy environment.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n \n\n\nEVEN BETTER...\n\n - Deep experience with event streaming platforms (e.g., Kafka, Kinesis) and real-time data processing.\n\n - Experience with modern data visualization libraries (e.g., ECharts, D3.js) and the principles of building performant, reusable charting components for complex data.\n\n - Production experience with recommender systems or optimization loops (e.g., multi-armed bandits, ranking).\n\n - A track record of leading complex technical projects or mentoring other engineers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"802d17c5-fe47-4b44-90e5-65e5e731ff88","title":"Software Engineer, Infrastructure","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:27:43.314+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/802d17c5-fe47-4b44-90e5-65e5e731ff88","applyUrl":"https://jobs.ashbyhq.com/sierra/802d17c5-fe47-4b44-90e5-65e5e731ff88/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Software Engineer, Infrastructure at Sierra, you will be responsible for designing, building, and maintaining the core systems that make our AI platform possible. You’ll focus on making Sierra’s infrastructure secure, reliable, and scalable, enabling product teams to deliver with speed and confidence.
Ensure the reliability, scalability, and performance of our platform and LLM inference serving as we rapidly grow traffic.
Build and maintain cloud infrastructure using Terraform to ensure scalable, secure, and reproducible environments.
Create and maintain a self-serve infrastructure platform that enables the rest of engineering to deploy and operate services.
Own and evolve CI/CD pipelines and release management, enabling fast, reliable deployments for Sierra’s platform.
Architect and operate distributed systems that leverage distributed databases, retrieval systems, and ML models.
Develop and maintain core data serving abstractions along with authentication and security features (SSO, RBAC, authentication controls).
Navigate and integrate our stack with enterprise customer environments in scalable and maintainable ways.
Enhance observability tooling (metrics, logging, tracing) to provide deep visibility into platform health and performance.
Lead and participate in incident management, improving system resilience through proactive monitoring, root cause analysis, and postmortems.
Strong software engineering background with 5–7+ years of hands-on development experience in highly technical products.
A strong inclination towards building automation, tooling, and platform, along with designing maintainable systems.
Proven experience with cloud platforms (AWS, GCP, or Azure) and infrastructure as code (Terraform preferred).
Hands-on expertise in CI/CD systems, release management, and container orchestration (e.g., Docker, Kubernetes).
Experience with observability tools (Prometheus, Grafana, Datadog, OpenTelemetry, etc.).
Experience in incident response and operating distributed systems in production.
Degree in Computer Science or related field, or equivalent professional experience
Production experience working with LLMs and machine learning models.
Background in distributed systems, running SaaS services at scale, and agentic architecture.
Familiarity with security and authentication protocols (OAuth, SSO, mTLS).
Previous experience in a fast-paced startup environment or platform/infra-focused team.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs a Software Engineer, Infrastructure at Sierra, you will be responsible for designing, building, and maintaining the core systems that make our AI platform possible. You’ll focus on making Sierra’s infrastructure secure, reliable, and scalable, enabling product teams to deliver with speed and confidence.\n\n - Ensure the reliability, scalability, and performance of our platform and LLM inference serving as we rapidly grow traffic.\n\n - Build and maintain cloud infrastructure using Terraform to ensure scalable, secure, and reproducible environments.\n\n - Create and maintain a self-serve infrastructure platform that enables the rest of engineering to deploy and operate services.\n\n - Own and evolve CI/CD pipelines and release management, enabling fast, reliable deployments for Sierra’s platform.\n\n - Architect and operate distributed systems that leverage distributed databases, retrieval systems, and ML models.\n\n - Develop and maintain core data serving abstractions along with authentication and security features (SSO, RBAC, authentication controls).\n\n - Navigate and integrate our stack with enterprise customer environments in scalable and maintainable ways.\n\n - Enhance observability tooling (metrics, logging, tracing) to provide deep visibility into platform health and performance.\n\n - Lead and participate in incident management, improving system resilience through proactive monitoring, root cause analysis, and postmortems.\n\n\nWHAT YOU’LL BRING\n\n - Strong software engineering background with 5–7+ years of hands-on development experience in highly technical products.\n\n - A strong inclination towards building automation, tooling, and platform, along with designing maintainable systems.\n\n - Proven experience with cloud platforms (AWS, GCP, or Azure) and infrastructure as code (Terraform preferred).\n\n - Hands-on expertise in CI/CD systems, release management, and container orchestration (e.g., Docker, Kubernetes).\n\n - Experience with observability tools (Prometheus, Grafana, Datadog, OpenTelemetry, etc.).\n\n - Experience in incident response and operating distributed systems in production.\n\n - Degree in Computer Science or related field, or equivalent professional experience\n\n\nEVEN BETTER…\n\n - Production experience working with LLMs and machine learning models.\n\n - Background in distributed systems, running SaaS services at scale, and agentic architecture.\n\n - Familiarity with security and authentication protocols (OAuth, SSO, mTLS).\n\n - Previous experience in a fast-paced startup environment or platform/infra-focused team.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"5ae78769-a3a1-491c-8b4b-95472f1fb36c","title":"Software Engineer, Product","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:28:21.257+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/5ae78769-a3a1-491c-8b4b-95472f1fb36c","applyUrl":"https://jobs.ashbyhq.com/sierra/5ae78769-a3a1-491c-8b4b-95472f1fb36c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Agent Architecture: What primitives do we need to build agents that are steerable and verifiable, but also conversational and empathetic? How do we future-proof this as LLMs evolve?
Retrieval: How do we ground answers in a customer’s knowledge base? How do we use retrieved context conversationally, handling cases where the answer is unclear or needs clarification from the user?
Evals: How do we measure an agent’s quality? How do empower our customers to improve agent quality?
Voice: How do we make our chat agents “just work” over the phone? How do we deliver lifelike conversations at low latency?
Simulation & Benchmarking: How can we craft a simulation platform to test AI agents against every real-world scenario imaginable? (See 𝜏-Bench)
Content Management: How do we create intuitive, no-code tools that allow anyone to guide and test AI agents?
Agent Development Lifecycle: How do we adapt traditional software development methodologies to accommodate AI agents’ non-deterministic behavior, natural language interactions, and reliance on large language models? (See Sierra’s ADLC)
Generative Agent Development: How do we accelerate agent creation using generative tools like Cursor and Claude Code? Can we build self-improving systems based on real-world interactions, customer-driven feedback, and self-play?
A passion for being on the frontier of AI products.
Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.
Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.
4+ years hands-on experience building production products and systems.
Experience and comfort to build and ship full-stack solutions.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building AI-powered products.
A sharp eye for design.
Experience with Go and Typescript.
Experience building developer tooling, programming languages, or databases.
Leadership experience on technical projects or teams.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Agent Architecture: What primitives do we need to build agents that are steerable and verifiable, but also conversational and empathetic? How do we future-proof this as LLMs evolve?\n\n - Retrieval: How do we ground answers in a customer’s knowledge base? How do we use retrieved context conversationally, handling cases where the answer is unclear or needs clarification from the user?\n\n - Evals: How do we measure an agent’s quality? How do empower our customers to improve agent quality?\n\n - Voice: How do we make our chat agents “just work” over the phone? How do we deliver lifelike conversations at low latency?\n\n - Simulation & Benchmarking: How can we craft a simulation platform to test AI agents against every real-world scenario imaginable? (See 𝜏-Bench https://sierra.ai/blog/benchmarking-ai-agents)\n\n - Content Management: How do we create intuitive, no-code tools that allow anyone to guide and test AI agents?\n\n - Agent Development Lifecycle: How do we adapt traditional software development methodologies to accommodate AI agents’ non-deterministic behavior, natural language interactions, and reliance on large language models? (See Sierra’s ADLC https://sierra.ai/blog/agent-development-life-cycle)\n\n - Generative Agent Development: How do we accelerate agent creation using generative tools like Cursor and Claude Code? Can we build self-improving systems based on real-world interactions, customer-driven feedback, and self-play?\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.\n\n - Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Experience and comfort to build and ship full-stack solutions.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience building AI-powered products.\n\n - A sharp eye for design.\n\n - Experience with Go and Typescript.\n\n - Experience building developer tooling, programming languages, or databases.\n\n - Leadership experience on technical projects or teams.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9b70b937-9634-4bcd-a10e-2671145f3a07","title":"Software Engineer, Agent Builder","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:28:46.684+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9b70b937-9634-4bcd-a10e-2671145f3a07","applyUrl":"https://jobs.ashbyhq.com/sierra/9b70b937-9634-4bcd-a10e-2671145f3a07/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Simulation & Benchmarking: How can we craft a simulation platform to test AI agents against every real-world scenario imaginable? (See 𝜏-Bench)
Content Management: How do we create intuitive, no-code tools that allow anyone to guide and test AI agents?
Agent Development Lifecycle: How do we adapt traditional software development methodologies to accommodate AI agents’ non-deterministic behavior, natural language interactions, and reliance on large language models? (See Sierra’s ADLC)
Generative Agent Development: How do we accelerate agent creation using generative tools like Cursor and Claude Code? Can we build self-improving systems based on real-world interactions, customer-driven feedback, and self-play?
A passion for being on the frontier of AI products.
Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.
Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.
4+ years hands-on experience building production products and systems.
Experience and comfort to build and ship full-stack solutions.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building AI-powered products.
A sharp eye for design.
Experience with Go and Typescript.
Experience building developer tooling, programming languages, or databases.
Leadership experience on technical projects or teams.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Simulation & Benchmarking: How can we craft a simulation platform to test AI agents against every real-world scenario imaginable? (See 𝜏-Bench https://sierra.ai/blog/benchmarking-ai-agents)\n\n - Content Management: How do we create intuitive, no-code tools that allow anyone to guide and test AI agents?\n\n - Agent Development Lifecycle: How do we adapt traditional software development methodologies to accommodate AI agents’ non-deterministic behavior, natural language interactions, and reliance on large language models? (See Sierra’s ADLC https://sierra.ai/blog/agent-development-life-cycle)\n\n - Generative Agent Development: How do we accelerate agent creation using generative tools like Cursor and Claude Code? Can we build self-improving systems based on real-world interactions, customer-driven feedback, and self-play?\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.\n\n - Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Experience and comfort to build and ship full-stack solutions.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience building AI-powered products.\n\n - A sharp eye for design.\n\n - Experience with Go and Typescript.\n\n - Experience building developer tooling, programming languages, or databases.\n\n - Leadership experience on technical projects or teams.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"8cca0a0d-7359-410b-81ed-331a0bb4667f","title":"Software Engineer, Insights","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:29:12.015+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8cca0a0d-7359-410b-81ed-331a0bb4667f","applyUrl":"https://jobs.ashbyhq.com/sierra/8cca0a0d-7359-410b-81ed-331a0bb4667f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Reporting & Experimentation: Build a system for analyzing and visualizing millions of data points about agent performance. Enable agent developers to run A/B test their agents to make data-driven decisions about agent behavior.
Data Exploration: Build Explorer, the equivalent of ChatGPT + AI-powered clustering over conversational data.
Monitoring: Build systems for proactively monitoring agents for defects or new patterns.
A passion for being on the frontier of AI products.
Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.
Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.
4+ years hands-on experience building production products and systems.
Experience and comfort to build and ship full-stack solutions.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building AI-powered products.
A sharp eye for design.
Experience with Go and Typescript.
Experience building developer tooling, programming languages, or databases.
Leadership experience on technical projects or teams.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Reporting & Experimentation: Build a system for analyzing and visualizing millions of data points about agent performance. Enable agent developers to run A/B test their agents to make data-driven decisions about agent behavior.\n\n - Data Exploration: Build Explorer, the equivalent of ChatGPT + AI-powered clustering over conversational data.\n\n - Monitoring: Build systems for proactively monitoring agents for defects or new patterns.\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.\n\n - Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Experience and comfort to build and ship full-stack solutions.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience building AI-powered products.\n\n - A sharp eye for design.\n\n - Experience with Go and Typescript.\n\n - Experience building developer tooling, programming languages, or databases.\n\n - Leadership experience on technical projects or teams.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"032c8ab4-1911-4477-bc39-9cfcd701d5a9","title":"Software Engineer, Voice","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-05T18:29:27.087+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/032c8ab4-1911-4477-bc39-9cfcd701d5a9","applyUrl":"https://jobs.ashbyhq.com/sierra/032c8ab4-1911-4477-bc39-9cfcd701d5a9/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Transcription: How do we enable accurate speech-to-text and automatic speech recognition across 100s of languages? What infrastructure do we need to do this at low latency?
Synthesis: How do we generate speech that is precise and matches each customer’s desired brand and style?
Runtime: How do we adapt our agentic loop to accept real-time streams of audio, instead of just text? How do we ensure we handle interruptions, disconnects, and transfers reliably?
Scaling: Build the infrastructure to enable Sierra to handle millions of calls a day.
Telephony: Build real-time integrations to telephony systems and call centers to enable Sierra to pick up the phone, and make outbound phone calls, reliably.
A passion for being on the frontier of AI products.
Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.
Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.
4+ years hands-on experience building production products and systems.
Experience and comfort to build and ship full-stack solutions.
Degree in Computer Science or related field, or equivalent professional experience.
Experience building AI-powered products.
A sharp eye for design.
Experience with Go and Typescript.
Experience building developer tooling, programming languages, or databases.
Leadership experience on technical projects or teams.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Transcription: How do we enable accurate speech-to-text and automatic speech recognition across 100s of languages? What infrastructure do we need to do this at low latency?\n\n - Synthesis: How do we generate speech that is precise and matches each customer’s desired brand and style?\n\n - Runtime: How do we adapt our agentic loop to accept real-time streams of audio, instead of just text? How do we ensure we handle interruptions, disconnects, and transfers reliably?\n\n - Scaling: Build the infrastructure to enable Sierra to handle millions of calls a day.\n\n - Telephony: Build real-time integrations to telephony systems and call centers to enable Sierra to pick up the phone, and make outbound phone calls, reliably.\n\n\nWHAT YOU'LL BRING\n\n - A passion for being on the frontier of AI products.\n\n - Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.\n\n - Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.\n\n - 4+ years hands-on experience building production products and systems.\n\n - Experience and comfort to build and ship full-stack solutions.\n\n - Degree in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Experience building AI-powered products.\n\n - A sharp eye for design.\n\n - Experience with Go and Typescript.\n\n - Experience building developer tooling, programming languages, or databases.\n\n - Leadership experience on technical projects or teams.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$230K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$230K - $390K","compensationTiers":[{"id":"f79134a9-5aef-40c2-b78d-ff418b08a569","tierSummary":"$230K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"ef02febb-08fd-435f-aa34-584f86edf8ca","summary":"$230K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"id":"19cf1f62-e396-41e7-ad1f-ec8a1e009bcc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":230000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9cb28fb8-dd38-480b-81eb-ca8034b298b6","title":"Security GRC Manager: Customer Trust Enablement","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-06-09T01:11:56.615+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9cb28fb8-dd38-480b-81eb-ca8034b298b6","applyUrl":"https://jobs.ashbyhq.com/sierra/9cb28fb8-dd38-480b-81eb-ca8034b298b6/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The Role
We're looking for a seasoned Customer Trust Enablement professional to join the Security Foundations and GRC team. This is a role for someone with 10+ years experience and has done this work in depth before: you'll turn Sierra's underlying security and compliance posture into assets that accelerate revenue, run the trust-building relationships with our customers' security teams, and stand up the automation that lets us scale enterprise growth.
A defining part of this role is winning the trust of our most regulated customers: banks, financial institutions, healthcare providers, insurers, and others operating under frameworks like HIPAA, HITRUST, GLBA, and state insurance and privacy regimes. As Sierra expands globally, that scope is increasingly international: you'll navigate cross-border data protection and AI regimes (GDPR, UK GDPR, the EU AI Act, and regional data-residency requirements) and work with customers and regulators across North America, EMEA, and APAC. To do this well, you'll develop a genuine understanding of what each industry and region is actually accountable for and why, and bring empathy to the obligations your customers carry into every conversation. You'll lead customer security meetings and audits, go toe-to-toe with their risk and security teams on the hard technical questions, and use automation and AI to handle that depth at scale rather than one painstaking review at a time.
That same understanding flows inward: you'll weigh the tradeoffs between customer expectations, deal velocity, what Sierra can credibly commit to, and translate the patterns you see across regulated buyers into the internal roadmaps that Product, Engineering, and Security build with. This is a high-leverage, cross-functional role for someone who can set strategy and roll up their sleeves.
Program Strategy & Execution (Roadmap Ownership)
Own the Customer Trust roadmap end-to-end, evolving priorities based on company growth, customer needs, and the competitive landscape.
Drive automation platform strategy: evaluate, implement, and scale AI questionnaire and trust platforms to dramatically improve response times and automation rates.
Build systematic customer intelligence loops that translate the regulatory drivers and recurring concerns across industries and regions such as healthcare, insurance providers, financial services, and global markets into prioritized inputs for the Product, Engineering, and Security GRC roadmaps.
Define metrics, SLAs, and escalation frameworks for the function, and report on cycle time, coverage, and deal impact to leadership.
Establish team operating rhythms, metrics reporting, and escalation frameworks.
Create GTM enablement programs that drive self-service adoption across teams
Customer & Revenue Enablement
Develop trust artifacts including security landing pages, whitepapers, industry-specific FAQs, data-flow and architecture overviews, and sales enablement materials.
Lead responses to enterprise security questionnaires and RFP security sections (SIG, CAIQ, custom frameworks), and serve as the named security point of contact in strategic sales cycles.
Lead live customer security meetings and customer audits with highly regulated customers: banks, financial institutions, and healthcare organizations navigating deep technical and regulatory diligence.
Support complex security contract reviews requiring security expertise, and escalate appropriately.
AI, Automation & Scale
Identify broken or manual processes, design scalable solutions, and implement the right tools to maximize efficiency without sacrificing quality.
Apply automation and AI including AI questionnaire and trust platforms to absorb the volume and depth of regulated-customer diligence, turning days of manual review into minutes.
Build and maintain a security knowledge base and questionnaire-automation workflows so common questions are answered once and reused across the sales org.
Curate and update Sierra's Trust Center so customers can self-serve answers under NDA.
This role sits in the Security function. You'll work day-to-day with:
Sales, GTM and Agent Development integrating Customer Trust workflows into the CRM, streamlining due-diligence processes, and keeping security from becoming a bottleneck in the deal cycle.
Security developing trust artifacts, security content, and scalable response frameworks grounded in Sierra's actual security posture.
Legal collaborating on DPAs, BAAs, security exhibits, and the security and data-protection terms in customer agreements.
Product feeding customer security and compliance signals into roadmap prioritization.
Executive audiences and customer/prospects representing Sierra's security posture in strategic customer engagements and Field CISO activities, leading audits and security meetings with the risk teams at regulated banks and financial institutions, and translating technical security concepts for business stakeholders.
You may be a good fit if you:
Have 10+ years of progressive experience in compliance, security, or customer trust, with 5+ years building or scaling customer-facing security programs from early stage through high growth and seniority and judgment.
Have a proven track record managing enterprise security relationships at scale: you've personally led customer audits and security meetings, built trust with Fortune 500 CISOs, and know how to balance rigor with deal velocity.
Have hands-on experience selling into or supporting highly regulated buyers financial services, banks, healthcare, or insurance and can navigate the depth of their security and regulatory diligence with credibility.
Understand the regulatory landscape across customer industries and geographies well enough to know what each is genuinely accountable for, and bring empathy to those obligations, balancing customer needs, deal velocity, and what Sierra can credibly commit to, and turning that judgment into clear internal priorities.
Have experience supporting global customers and navigating international data protection and AI regimes (e.g., GDPR, UK GDPR, EU AI Act, cross-border transfer and data-residency requirements).
Have strong technical acumen you can explain complex security architectures, compliance frameworks (NIST 800-53, SOC 2, ISO 27001, PCI DSS, HIPAA), and multi-cloud implementations (AWS, GCP) in customer-friendly language.
Have experience implementing trust automation platforms or building scaled questionnaire-management processes.
Can identify broken processes, design scalable solutions, and implement the right tools to maximize efficiency without sacrificing quality.
Are comfortable presenting to C-level executives and translating technical security concepts for business audiences.
Have a proven track record of cross-functional influence without direct authority — you build partnerships that get things done.
Have experience integrating security into go-to-market motions.
Strong candidates may also:
Have worked in AI/ML or high-growth SaaS companies navigating rapid compliance expansion.
Bring Customer Trust and Security experience supporting enterprise deals.
Have familiarity with emerging AI standards (ISO 42001, NIST AI RMF).
Possess relevant certifications (CISA, CRISC, CISM, CISSP, ISO 27001 Lead Auditor).
Have experience with AI safety or AI agent / model security considerations.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nThe Role\n\nWe're looking for a seasoned Customer Trust Enablement professional to join the Security Foundations and GRC team. This is a role for someone with 10+ years experience and has done this work in depth before: you'll turn Sierra's underlying security and compliance posture into assets that accelerate revenue, run the trust-building relationships with our customers' security teams, and stand up the automation that lets us scale enterprise growth.\n\nA defining part of this role is winning the trust of our most regulated customers: banks, financial institutions, healthcare providers, insurers, and others operating under frameworks like HIPAA, HITRUST, GLBA, and state insurance and privacy regimes. As Sierra expands globally, that scope is increasingly international: you'll navigate cross-border data protection and AI regimes (GDPR, UK GDPR, the EU AI Act, and regional data-residency requirements) and work with customers and regulators across North America, EMEA, and APAC. To do this well, you'll develop a genuine understanding of what each industry and region is actually accountable for and why, and bring empathy to the obligations your customers carry into every conversation. You'll lead customer security meetings and audits, go toe-to-toe with their risk and security teams on the hard technical questions, and use automation and AI to handle that depth at scale rather than one painstaking review at a time.\n\nThat same understanding flows inward: you'll weigh the tradeoffs between customer expectations, deal velocity, what Sierra can credibly commit to, and translate the patterns you see across regulated buyers into the internal roadmaps that Product, Engineering, and Security build with. This is a high-leverage, cross-functional role for someone who can set strategy and roll up their sleeves.\n\n \n\n\nWHAT YOU'LL DO\n\nProgram Strategy & Execution (Roadmap Ownership)\n\n - Own the Customer Trust roadmap end-to-end, evolving priorities based on company growth, customer needs, and the competitive landscape.\n\n - Drive automation platform strategy: evaluate, implement, and scale AI questionnaire and trust platforms to dramatically improve response times and automation rates.\n\n - Build systematic customer intelligence loops that translate the regulatory drivers and recurring concerns across industries and regions such as healthcare, insurance providers, financial services, and global markets into prioritized inputs for the Product, Engineering, and Security GRC roadmaps.\n\n - Define metrics, SLAs, and escalation frameworks for the function, and report on cycle time, coverage, and deal impact to leadership.\n\n - Establish team operating rhythms, metrics reporting, and escalation frameworks.\n\n - Create GTM enablement programs that drive self-service adoption across teams\n\nCustomer & Revenue Enablement\n\n - Develop trust artifacts including security landing pages, whitepapers, industry-specific FAQs, data-flow and architecture overviews, and sales enablement materials.\n\n - Lead responses to enterprise security questionnaires and RFP security sections (SIG, CAIQ, custom frameworks), and serve as the named security point of contact in strategic sales cycles.\n\n - Lead live customer security meetings and customer audits with highly regulated customers: banks, financial institutions, and healthcare organizations navigating deep technical and regulatory diligence.\n\n - Support complex security contract reviews requiring security expertise, and escalate appropriately.\n\nAI, Automation & Scale\n\n - Identify broken or manual processes, design scalable solutions, and implement the right tools to maximize efficiency without sacrificing quality.\n\n - Apply automation and AI including AI questionnaire and trust platforms to absorb the volume and depth of regulated-customer diligence, turning days of manual review into minutes.\n\n - Build and maintain a security knowledge base and questionnaire-automation workflows so common questions are answered once and reused across the sales org.\n\n - Curate and update Sierra's Trust Center so customers can self-serve answers under NDA.\n\n \n\n\nWHO YOU'LL WORK WITH\n\nThis role sits in the Security function. You'll work day-to-day with:\n\n - Sales, GTM and Agent Development integrating Customer Trust workflows into the CRM, streamlining due-diligence processes, and keeping security from becoming a bottleneck in the deal cycle.\n\n - Security developing trust artifacts, security content, and scalable response frameworks grounded in Sierra's actual security posture.\n\n - Legal collaborating on DPAs, BAAs, security exhibits, and the security and data-protection terms in customer agreements.\n\n - Product feeding customer security and compliance signals into roadmap prioritization.\n\n - Executive audiences and customer/prospects representing Sierra's security posture in strategic customer engagements and Field CISO activities, leading audits and security meetings with the risk teams at regulated banks and financial institutions, and translating technical security concepts for business stakeholders.\n\n\nWHAT YOU'LL BRING\n\nYou may be a good fit if you:\n\n - Have 10+ years of progressive experience in compliance, security, or customer trust, with 5+ years building or scaling customer-facing security programs from early stage through high growth and seniority and judgment.\n\n - Have a proven track record managing enterprise security relationships at scale: you've personally led customer audits and security meetings, built trust with Fortune 500 CISOs, and know how to balance rigor with deal velocity.\n\n - Have hands-on experience selling into or supporting highly regulated buyers financial services, banks, healthcare, or insurance and can navigate the depth of their security and regulatory diligence with credibility.\n\n - Understand the regulatory landscape across customer industries and geographies well enough to know what each is genuinely accountable for, and bring empathy to those obligations, balancing customer needs, deal velocity, and what Sierra can credibly commit to, and turning that judgment into clear internal priorities.\n\n - Have experience supporting global customers and navigating international data protection and AI regimes (e.g., GDPR, UK GDPR, EU AI Act, cross-border transfer and data-residency requirements).\n\n - Have strong technical acumen you can explain complex security architectures, compliance frameworks (NIST 800-53, SOC 2, ISO 27001, PCI DSS, HIPAA), and multi-cloud implementations (AWS, GCP) in customer-friendly language.\n\n - Have experience implementing trust automation platforms or building scaled questionnaire-management processes.\n\n - Can identify broken processes, design scalable solutions, and implement the right tools to maximize efficiency without sacrificing quality.\n\n - Are comfortable presenting to C-level executives and translating technical security concepts for business audiences.\n\n - Have a proven track record of cross-functional influence without direct authority — you build partnerships that get things done.\n\n - Have experience integrating security into go-to-market motions.\n\nStrong candidates may also:\n\n - Have worked in AI/ML or high-growth SaaS companies navigating rapid compliance expansion.\n\n - Bring Customer Trust and Security experience supporting enterprise deals.\n\n - Have familiarity with emerging AI standards (ISO 42001, NIST AI RMF).\n\n - Possess relevant certifications (CISA, CRISC, CISM, CISSP, ISO 27001 Lead Auditor).\n\n - Have experience with AI safety or AI agent / model security considerations.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"4f0e65ba-b262-4d79-b926-3988f8eb0c00","title":"Product Manager, Agent Development (Brazilian Portuguese speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-18T17:23:11.153+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4f0e65ba-b262-4d79-b926-3988f8eb0c00","applyUrl":"https://jobs.ashbyhq.com/sierra/4f0e65ba-b262-4d79-b926-3988f8eb0c00/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
5-7+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Professional fluency in both Brazilian Portuguese and English.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Professional fluency in both Brazilian Portuguese and English.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"0715ee6e-4be3-41c1-918f-de52cfdbd178","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8843fdbe-fdf5-4e31-bf8e-0897caf83100","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e0869a95-0928-4429-a53d-e8dbba51f52d","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}},{"id":"ae8840cd-f46e-4c96-87b1-53fedf40f94d","title":"Software Engineer, Agent (Dutch speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-10T21:12:57.089+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ae8840cd-f46e-4c96-87b1-53fedf40f94d","applyUrl":"https://jobs.ashbyhq.com/sierra/ae8840cd-f46e-4c96-87b1-53fedf40f94d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in London, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £315K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £315K","compensationTiers":[{"id":"93fa1b90-6293-4e1f-9792-da66b413280e","tierSummary":"£150K – £315K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"79b17f7d-fdc3-417c-9e06-dab3553f67d9","summary":"£150K – £315K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"id":"dc2c0733-6abd-43e0-a305-c819c87d51b3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":315000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"611a6f2c-b6f8-4dfd-9ae8-4b0b986ac258","title":"Strategist, Agent Development (Dutch speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-10T21:13:21.753+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/611a6f2c-b6f8-4dfd-9ae8-4b0b986ac258","applyUrl":"https://jobs.ashbyhq.com/sierra/611a6f2c-b6f8-4dfd-9ae8-4b0b986ac258/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra's AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer's thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it's the best version of itself in the real world. You'll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers' executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer's working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU'LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You've been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£150K – £245K • Offers Equity","scrapeableCompensationSalarySummary":"£150K - £245K","compensationTiers":[{"id":"a02761ba-ceff-40e5-b037-d70971d0ffc7","tierSummary":"£150K – £245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7d6ea91d-04a5-42fb-9026-4d9d3b2b9b0a","summary":"£150K – £245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"id":"53153450-92ae-4e14-abd3-d3cbaf6e7ebd","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":150000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"6b9b6904-a4b1-444b-8c35-f2bbb5ee2ff5","title":"GTM Strategy and Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-11T22:29:58.530+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6b9b6904-a4b1-444b-8c35-f2bbb5ee2ff5","applyUrl":"https://jobs.ashbyhq.com/sierra/6b9b6904-a4b1-444b-8c35-f2bbb5ee2ff5/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own Sierra’s territory strategy and operations end-to-end, including:
Territory Strategy: Design and continuously refine sales territories to align with company priorities, growth goals, and coverage models across segments
Territory Operations: Own the bi-weekly territory carve process, including account allocation, rebalancing, and ensuring data accuracy across systems
Analytics & Insights: Analyze territory performance, develop data-driven frameworks for account prioritization, and proactively identify opportunities to improve efficiency and seller productivity
Stakeholder Management & Communication:
Partner closely with Sales, RevOps, and leadership to align on territory decisions
Communicate territory changes clearly and thoughtfully, particularly in high-impact or sensitive situations
Serve as a trusted front-line partner to sales leadership, balancing business needs with strong stakeholder empathy
Identify and drive improvements to territory planning processes to increase scalability, transparency, and operational rigor
Serve as a versatile and proactive team player, taking on both foundational operational work and high-impact strategic initiatives
6-8+ years of experience in revenue operations, sales operations, management consulting, corporate strategy, or business operations
Strong analytical skills, with experience building models and working with large datasets to drive decision-making
Proven ability to own and execute complex operational processes with high attention to detail and accuracy
Excellent stakeholder management and communication skills, including experience working with and influencing senior stakeholders or executives
High level of judgment and discretion, particularly when managing and communicating changes that impact sales teams
Ability to navigate ambiguity, prioritize effectively, and drive alignment in a fast-paced environment
SQL experience
Familiarity with CRM platforms (e.g., Salesforce, HubSpot)
Experience with territory planning, account segmentation, or quota design
Previous startup or high-growth operational experience
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nOwn Sierra’s territory strategy and operations end-to-end, including:\n\n - Territory Strategy: Design and continuously refine sales territories to align with company priorities, growth goals, and coverage models across segments\n\n - Territory Operations: Own the bi-weekly territory carve process, including account allocation, rebalancing, and ensuring data accuracy across systems\n\n - Analytics & Insights: Analyze territory performance, develop data-driven frameworks for account prioritization, and proactively identify opportunities to improve efficiency and seller productivity\n\n - Stakeholder Management & Communication:\n \n - Partner closely with Sales, RevOps, and leadership to align on territory decisions\n \n - Communicate territory changes clearly and thoughtfully, particularly in high-impact or sensitive situations\n \n - Serve as a trusted front-line partner to sales leadership, balancing business needs with strong stakeholder empathy\n\n - Identify and drive improvements to territory planning processes to increase scalability, transparency, and operational rigor\n\n - Serve as a versatile and proactive team player, taking on both foundational operational work and high-impact strategic initiatives\n\n\nWHAT YOU’LL BRING\n\n - 6-8+ years of experience in revenue operations, sales operations, management consulting, corporate strategy, or business operations\n\n - Strong analytical skills, with experience building models and working with large datasets to drive decision-making\n\n - Proven ability to own and execute complex operational processes with high attention to detail and accuracy\n\n - Excellent stakeholder management and communication skills, including experience working with and influencing senior stakeholders or executives\n\n - High level of judgment and discretion, particularly when managing and communicating changes that impact sales teams\n\n - Ability to navigate ambiguity, prioritize effectively, and drive alignment in a fast-paced environment\n\n\nEVEN BETTER...\n\n - SQL experience\n\n - Familiarity with CRM platforms (e.g., Salesforce, HubSpot)\n\n - Experience with territory planning, account segmentation, or quota design\n\n - Previous startup or high-growth operational experience\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$215K – $245K • Offers Equity","scrapeableCompensationSalarySummary":"$215K - $245K","compensationTiers":[{"id":"2ee7a42e-27dd-41cc-a774-681180f63abe","tierSummary":"$215K – $245K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"c416617c-78bf-4938-b25d-0a248704a481","summary":"$215K – $245K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":245000},{"id":"2a820df6-8c39-4430-861d-35e06d945026","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":245000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"119977f8-4e2e-4518-b2ab-2100ec425bda","title":"Forward Deployed Infrastructure Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-06-29T16:50:36.252+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/119977f8-4e2e-4518-b2ab-2100ec425bda","applyUrl":"https://jobs.ashbyhq.com/sierra/119977f8-4e2e-4518-b2ab-2100ec425bda/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.
Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.
Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.
Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.
Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.
Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.
Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.
4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.
Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).
Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.
Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.
Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.
Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Excellent English and Japanese speaking and writing communication.
Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.
Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.
Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).
Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.\n\n - Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.\n\n - Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.\n\n - Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.\n\n - Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.\n\n - Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.\n\n - Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.\n\n \n\n\nWHAT YOU'LL BRING\n\n \n\n - 4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.\n\n - Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).\n\n - Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.\n\n - Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.\n\n - Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.\n\n - Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n - Excellent English and Japanese speaking and writing communication.\n\n \n\n\nEVEN BETTER…\n\n - Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.\n\n - Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.\n\n - Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).\n\n - Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"03424869-528d-4db1-b099-5d7f736d1a39","title":"RFP Strategy & Operations Analyst","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-12T20:54:04.132+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/03424869-528d-4db1-b099-5d7f736d1a39","applyUrl":"https://jobs.ashbyhq.com/sierra/03424869-528d-4db1-b099-5d7f736d1a39/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra closes large, complex enterprise deals, and RFPs are an increasingly critical part of that process. This role is the operational backbone of Sierra's RFP response function, owning day-to-day execution with an emphasis on accuracy, speed, and quality.
Own Sierra’s RFP response: Triage incoming RFP requests, coordinate with internal stakeholders, and deliver accurate, polished responses back to sales on time
Drive cross-functional coordination: Partner with subject-matter experts (SMEs) in Security, Legal, and Product to get the right answers fast, managing competing stakeholder priorities without losing momentum or quality
Own the content infrastructure: Maintain and continuously improve Sierra's RFP knowledge base, identifying gaps, working with SMEs to close them, and raising the quality bar on every response
Build toward automation: Implement and iterate on AI tooling and workflow automation to reduce manual work and increase consistency across the response process
Support Sales in high-stakes evaluations: Help AEs navigate complex RFP requirements, flag patterns and themes in prospect questions that inform how Sales positions Sierra, and ensure every response puts Sierra's best foot forward
2-3 years of experience at a high-growth technology company in product operations, revenue operations, legal operations, deal desk, solutions engineering, or investment banking
Exceptional attention to detail and the ability to manage multiple competing priorities simultaneously without losing quality
Strong written communication skills - you can translate complex, technical information into clear and accurate language quickly
Proven ability to sustain high output and high quality simultaneously - you don’t cut corners when the workload spikes
A track record of improving the processes you inherit, not just running them
Genuine enthusiasm for applying AI and automation tools to make repetitive work faster and better
Exposure to enterprise security or compliance questionnaires (SOC 2, ISO 27001, GDPR, etc.)
Experience in a sales-adjacent or customer trust function
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nSierra closes large, complex enterprise deals, and RFPs are an increasingly critical part of that process. This role is the operational backbone of Sierra's RFP response function, owning day-to-day execution with an emphasis on accuracy, speed, and quality.\n\n - Own Sierra’s RFP response: Triage incoming RFP requests, coordinate with internal stakeholders, and deliver accurate, polished responses back to sales on time\n\n - Drive cross-functional coordination: Partner with subject-matter experts (SMEs) in Security, Legal, and Product to get the right answers fast, managing competing stakeholder priorities without losing momentum or quality\n\n - Own the content infrastructure: Maintain and continuously improve Sierra's RFP knowledge base, identifying gaps, working with SMEs to close them, and raising the quality bar on every response\n\n - Build toward automation: Implement and iterate on AI tooling and workflow automation to reduce manual work and increase consistency across the response process\n\n - Support Sales in high-stakes evaluations: Help AEs navigate complex RFP requirements, flag patterns and themes in prospect questions that inform how Sales positions Sierra, and ensure every response puts Sierra's best foot forward\n\n\nWHAT YOU’LL BRING\n\n - 2-3 years of experience at a high-growth technology company in product operations, revenue operations, legal operations, deal desk, solutions engineering, or investment banking\n\n - Exceptional attention to detail and the ability to manage multiple competing priorities simultaneously without losing quality\n\n - Strong written communication skills - you can translate complex, technical information into clear and accurate language quickly\n\n - Proven ability to sustain high output and high quality simultaneously - you don’t cut corners when the workload spikes\n\n - A track record of improving the processes you inherit, not just running them\n\n - Genuine enthusiasm for applying AI and automation tools to make repetitive work faster and better\n\n\nEVEN BETTER…\n\n - Exposure to enterprise security or compliance questionnaires (SOC 2, ISO 27001, GDPR, etc.)\n\n - Experience in a sales-adjacent or customer trust function\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$150K – $180K • Offers Equity","scrapeableCompensationSalarySummary":"$150K - $180K","compensationTiers":[{"id":"1faea2a4-43a9-4cbf-9642-25cd2527bdcd","tierSummary":"$150K – $180K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"74c98a36-548d-496b-b961-aa9d5b5e5bcb","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"7105eed8-4533-404c-bbab-67b7277e2a9e","summary":"$150K – $180K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":180000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":150000,"maxValue":180000}]}},{"id":"d6b063fb-b8cb-4ccb-956d-ebd4579953bd","title":"Sales Compensation Lead","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-12T13:46:20.635+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d6b063fb-b8cb-4ccb-956d-ebd4579953bd","applyUrl":"https://jobs.ashbyhq.com/sierra/d6b063fb-b8cb-4ccb-956d-ebd4579953bd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The role
Sierra is hiring a Sales Compensation expert to own the design, modeling, and administration of compensation programs across the GTM organization. You will build the compensation infrastructure that motivates a world-class sales team and keeps Sierra's incentive structures tightly aligned with how the business creates value.
Sierra's commercial model includes outcome-based pricing, a paid POC phase, and multi-year enterprise contracts, each of which creates nuances that standard compensation frameworks don't handle well. You will need to think from first principles about how to structure incentives that drive the right behaviors across a global and growing GTM team, from initial close through POC delivery, expansion, and renewal.
What you'll do
Own the end-to-end design and annual refresh of compensation plans across Account Executives, Sales Engineers, and other GTM roles, facilitating alignment across GTM Operations, Finance, and HR
Build compensation frameworks from first principles that reflect Sierra's unique commercial model—outcome-based pricing, paid POC conversion, and multi-year enterprise contract structures
Develop and maintain the financial models that project cost and attainment impact of plan design choices before any plan goes to the field
Track in-year compensation performance, identify design gaps and anomalies, and surface insights that inform ongoing plan adjustments
Own compensation policy and documentation—ensuring reps and managers have clarity on how their plans work at all times
Partner with Finance on expense planning and accruals, and with HR on benchmarking, leveling, and the relationship between base and variable compensation
What you'll bring
Deep expertise in sales compensation design and administration at an enterprise B2B software or AI company, across a range of GTM roles and plan types
Strong financial modeling skills; comfortable owning compensation models at the level of precision Finance expects
Genuine design thinking applied to compensation—able to identify when a plan creates unintended incentives and fix it before it hits the field
Clear and direct communicator who can explain compensation mechanics to a sales rep, a CFO, and a new hire in equal measure
Collaborative by nature—this role touches Finance, HR, Legal, and GTM leadership, and success depends on strong relationships across all of them
Comfortable with ambiguity; helps write the playbook rather than waiting for one to exist
Even better…
Experience with outcome-based, usage-based, or consumption pricing models
Experience designing compensation plans across global geographies
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nThe role\n\nSierra is hiring a Sales Compensation expert to own the design, modeling, and administration of compensation programs across the GTM organization. You will build the compensation infrastructure that motivates a world-class sales team and keeps Sierra's incentive structures tightly aligned with how the business creates value.\n\nSierra's commercial model includes outcome-based pricing, a paid POC phase, and multi-year enterprise contracts, each of which creates nuances that standard compensation frameworks don't handle well. You will need to think from first principles about how to structure incentives that drive the right behaviors across a global and growing GTM team, from initial close through POC delivery, expansion, and renewal.\n\nWhat you'll do\n\n - Own the end-to-end design and annual refresh of compensation plans across Account Executives, Sales Engineers, and other GTM roles, facilitating alignment across GTM Operations, Finance, and HR\n\n - Build compensation frameworks from first principles that reflect Sierra's unique commercial model—outcome-based pricing, paid POC conversion, and multi-year enterprise contract structures\n\n - Develop and maintain the financial models that project cost and attainment impact of plan design choices before any plan goes to the field\n\n - Track in-year compensation performance, identify design gaps and anomalies, and surface insights that inform ongoing plan adjustments\n\n - Own compensation policy and documentation—ensuring reps and managers have clarity on how their plans work at all times\n\n - Partner with Finance on expense planning and accruals, and with HR on benchmarking, leveling, and the relationship between base and variable compensation\n\nWhat you'll bring\n\n - Deep expertise in sales compensation design and administration at an enterprise B2B software or AI company, across a range of GTM roles and plan types\n\n - Strong financial modeling skills; comfortable owning compensation models at the level of precision Finance expects\n\n - Genuine design thinking applied to compensation—able to identify when a plan creates unintended incentives and fix it before it hits the field\n\n - Clear and direct communicator who can explain compensation mechanics to a sales rep, a CFO, and a new hire in equal measure\n\n - Collaborative by nature—this role touches Finance, HR, Legal, and GTM leadership, and success depends on strong relationships across all of them\n\n - Comfortable with ambiguity; helps write the playbook rather than waiting for one to exist\n\nEven better…\n\n - Experience with outcome-based, usage-based, or consumption pricing models\n\n - Experience designing compensation plans across global geographies\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$215K – $265K • Offers Equity","scrapeableCompensationSalarySummary":"$215K - $265K","compensationTiers":[{"id":"3b007344-ea95-4434-9f4d-c01c6c3cd469","tierSummary":"$215K – $265K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"656a7d27-21b3-4416-a0bb-71def786012d","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"523d6110-1995-493a-8cac-1374113654fe","summary":"$215K – $265K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}},{"id":"8a906ec6-5ec5-4619-82de-7a3c665998f5","title":"Marketing Operations & Analytics Lead","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-12T13:56:38.056+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8a906ec6-5ec5-4619-82de-7a3c665998f5","applyUrl":"https://jobs.ashbyhq.com/sierra/8a906ec6-5ec5-4619-82de-7a3c665998f5/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The role
This is a foundational role on Sierra's Operations team, sitting at the intersection of marketing and GTM. As Marketing Operations and Analytics Lead, you'll own two things: the measurement infrastructure that connects marketing programs to pipeline and revenue; and the operational processes that make the marketing engine run efficiently and at scale.
What you'll do
Full-funnel attribution: Design and own Sierra's marketing attribution framework, connecting campaigns, events, content, and demand gen programs to pipeline generation and ultimately LTC conversions.
Pipeline analytics: Partner with Marketing and Sales to analyze pipegen by vertical, region, and segment. Track conversion rates at each stage and surface where marketing programs are—and aren't—generating high-quality opportunities.
Performance reporting: Build and maintain the marketing team's core performance dashboards—campaign ROI, event pipeline influence, channel mix, lead quality, and funnel velocity.
ICP & account intelligence: Develop data-driven ICP scoring and account prioritization models to focus marketing investment on segments with the highest win rates and ASPs. Integrate signals from first-party and third-party intent sources to keep targeting sharp.
Experiment design & optimization: Design rigorous A/B and multivariate tests across marketing channels. Establish the statistical standards the team uses to evaluate new programs; translate results into clear, actionable recommendations—not just p-values.
Lead management & routing: Define and maintain lead scoring models, MQL thresholds, and routing logic from first touch to Sales handoff. Partner with Sales to ensure lead quality, minimize friction, and continuously improve conversion from MQL to pipeline.
Campaign operations: Own the operational infrastructure behind campaign execution—email programs, landing page workflows, event lead capture, and list management. Build processes that let the demand gen and events teams move quickly without creating data debt.
Cross-functional partnership: Serve as the analytical and operational bridge between Marketing, GTM Ops, Finance, and Sales leadership—ensuring marketing metrics are aligned with company PG, POC, and ARR targets; contribute to quarterly business reviews (QBRs) and annual planning with marketing-specific performance analysis and forecasts
What you'll bring
12+ years spanning marketing analytics and marketing operations
Deep expertise in attribution modeling, multi-touch funnel analysis, and pipeline/revenue measurement in long, multi-stage enterprise sales cycles
Hands-on martech stack experience—marketing automation (Marketo, HubSpot, or similar), Salesforce, lead routing, and third-party enrichment tools
Strong SQL skills; fluency working with large datasets in modern data stacks (ClickHouse, Snowflake, BigQuery, or similar)
Proven ability to translate complex analyses into clear narratives for non-technical stakeholders, including C-suite executives
High attention to detail and a strong point of view on what \"good\" looks like—you've built this infrastructure before and know where the landmines are
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nThe role\n\nThis is a foundational role on Sierra's Operations team, sitting at the intersection of marketing and GTM. As Marketing Operations and Analytics Lead, you'll own two things: the measurement infrastructure that connects marketing programs to pipeline and revenue; and the operational processes that make the marketing engine run efficiently and at scale.\n\nWhat you'll do\n\n - Full-funnel attribution: Design and own Sierra's marketing attribution framework, connecting campaigns, events, content, and demand gen programs to pipeline generation and ultimately LTC conversions.\n\n - Pipeline analytics: Partner with Marketing and Sales to analyze pipegen by vertical, region, and segment. Track conversion rates at each stage and surface where marketing programs are—and aren't—generating high-quality opportunities.\n\n - Performance reporting: Build and maintain the marketing team's core performance dashboards—campaign ROI, event pipeline influence, channel mix, lead quality, and funnel velocity.\n\n - ICP & account intelligence: Develop data-driven ICP scoring and account prioritization models to focus marketing investment on segments with the highest win rates and ASPs. Integrate signals from first-party and third-party intent sources to keep targeting sharp.\n\n - Experiment design & optimization: Design rigorous A/B and multivariate tests across marketing channels. Establish the statistical standards the team uses to evaluate new programs; translate results into clear, actionable recommendations—not just p-values.\n\n - Lead management & routing: Define and maintain lead scoring models, MQL thresholds, and routing logic from first touch to Sales handoff. Partner with Sales to ensure lead quality, minimize friction, and continuously improve conversion from MQL to pipeline.\n\n - Campaign operations: Own the operational infrastructure behind campaign execution—email programs, landing page workflows, event lead capture, and list management. Build processes that let the demand gen and events teams move quickly without creating data debt.\n\n - Cross-functional partnership: Serve as the analytical and operational bridge between Marketing, GTM Ops, Finance, and Sales leadership—ensuring marketing metrics are aligned with company PG, POC, and ARR targets; contribute to quarterly business reviews (QBRs) and annual planning with marketing-specific performance analysis and forecasts\n\nWhat you'll bring\n\n - 12+ years spanning marketing analytics and marketing operations\n\n - Deep expertise in attribution modeling, multi-touch funnel analysis, and pipeline/revenue measurement in long, multi-stage enterprise sales cycles\n\n - Hands-on martech stack experience—marketing automation (Marketo, HubSpot, or similar), Salesforce, lead routing, and third-party enrichment tools\n\n - Strong SQL skills; fluency working with large datasets in modern data stacks (ClickHouse, Snowflake, BigQuery, or similar)\n\n - Proven ability to translate complex analyses into clear narratives for non-technical stakeholders, including C-suite executives\n\n - High attention to detail and a strong point of view on what \"good\" looks like—you've built this infrastructure before and know where the landmines are\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$215K – $265K • Offers Equity","scrapeableCompensationSalarySummary":"$215K - $265K","compensationTiers":[{"id":"bd7adad6-ee1c-4d64-98a0-6fd90efe28ac","tierSummary":"$215K – $265K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"bd4d8005-1615-47de-9acc-c29c251dc8af","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"6113153a-35cd-4257-862e-ef30982b5417","summary":"$215K – $265K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}},{"id":"8807d554-7c2c-4843-a74b-9f4eafe986ff","title":"Global Head of Sales Enablement","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-12T14:58:23.744+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8807d554-7c2c-4843-a74b-9f4eafe986ff","applyUrl":"https://jobs.ashbyhq.com/sierra/8807d554-7c2c-4843-a74b-9f4eafe986ff/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The role
Sierra is hiring its first Global Head of Sales Enablement to build the programs, content, and systems that make a world-class Sales team even better. This person will build an enablement function that is ahead of the curve — designed for the company Sierra is becoming, not just the one it is today.
This is a builder role. There are strong foundations in place: an onboarding program, a sales bootcamp, core pitch materials — but the opportunity is to take everything to the next level. The right person has done this before at scale and is hungry to do it again.
What you'll do
Own onboarding and ramp for all sales roles — building programs that compress time-to-productivity and equip reps to tell Sierra's story credibly from day one
Lead Sierra's sales bootcamp covering the full motion: pitching, discovery, POC management, competitive positioning, pricing, and the AE/SE/agent development partnership
Build a continuous learning system — certifications, coaching programs, role-specific training tracks, and manager enablement — that raises the skill floor across the entire sales team
Develop and maintain the playbooks that define how Sierra sells: prospecting, discovery, multi-threading, POC management, negotiation, and expansion
Build the measurement framework for enablement — ramp time, quota attainment by cohort, win rates, and program utilization — and hold the function accountable to those numbers
Build and lead a team of enablement professionals, and partner closely with RevOps, Sales Comp, and Deal Desk to ensure operational changes always land with the right enablement behind them
What you'll bring
12+ years in sales enablement or GTM productivity at an enterprise B2B software company, with experience running programs at significant scale
Deep understanding of complex enterprise sales motions, including multi-stakeholder cycles with a services or implementation component
Proven ability to build enablement functions, not just run them — you've started from a foundation and built something that lasted and scaled
Strong people leader who attracts great talent, develops it, and creates a team culture that reflects Sierra's values
Exceptional writer and communicator — can craft a crisp playbook and a compelling training session in equal measure
Hungry to build — brings the ownership mindset and energy of someone who wants to leave something behind that didn't exist before they arrived
Even better…
Experience enabling a team selling into Fortune 500 or Fortune 50 accounts
Familiarity with AI-powered enablement tools and content platforms
Experience building vertical or industry-specific enablement programs
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nThe role\n\nSierra is hiring its first Global Head of Sales Enablement to build the programs, content, and systems that make a world-class Sales team even better. This person will build an enablement function that is ahead of the curve — designed for the company Sierra is becoming, not just the one it is today.\n\nThis is a builder role. There are strong foundations in place: an onboarding program, a sales bootcamp, core pitch materials — but the opportunity is to take everything to the next level. The right person has done this before at scale and is hungry to do it again.\n\nWhat you'll do\n\n - Own onboarding and ramp for all sales roles — building programs that compress time-to-productivity and equip reps to tell Sierra's story credibly from day one\n\n - Lead Sierra's sales bootcamp covering the full motion: pitching, discovery, POC management, competitive positioning, pricing, and the AE/SE/agent development partnership\n\n - Build a continuous learning system — certifications, coaching programs, role-specific training tracks, and manager enablement — that raises the skill floor across the entire sales team\n\n - Develop and maintain the playbooks that define how Sierra sells: prospecting, discovery, multi-threading, POC management, negotiation, and expansion\n\n - Build the measurement framework for enablement — ramp time, quota attainment by cohort, win rates, and program utilization — and hold the function accountable to those numbers\n\n - Build and lead a team of enablement professionals, and partner closely with RevOps, Sales Comp, and Deal Desk to ensure operational changes always land with the right enablement behind them\n\nWhat you'll bring\n\n - 12+ years in sales enablement or GTM productivity at an enterprise B2B software company, with experience running programs at significant scale\n\n - Deep understanding of complex enterprise sales motions, including multi-stakeholder cycles with a services or implementation component\n\n - Proven ability to build enablement functions, not just run them — you've started from a foundation and built something that lasted and scaled\n\n - Strong people leader who attracts great talent, develops it, and creates a team culture that reflects Sierra's values\n\n - Exceptional writer and communicator — can craft a crisp playbook and a compelling training session in equal measure\n\n - Hungry to build — brings the ownership mindset and energy of someone who wants to leave something behind that didn't exist before they arrived\n\nEven better…\n\n - Experience enabling a team selling into Fortune 500 or Fortune 50 accounts\n\n - Familiarity with AI-powered enablement tools and content platforms\n\n - Experience building vertical or industry-specific enablement programs\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$215K – $265K • Offers Equity","scrapeableCompensationSalarySummary":"$215K - $265K","compensationTiers":[{"id":"9f015b5b-2e30-4c66-9e8b-6bec3e38b269","tierSummary":"$215K – $265K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7956ca7e-6d18-42b9-ac4d-7a82640ab207","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"0058b11a-a608-40c9-8bc9-62aace6b9446","summary":"$215K – $265K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":215000,"maxValue":265000}]}},{"id":"b37a6f9e-53c7-4c47-beb5-1ab4451f3001","title":"Software Engineer, Agent (Cantonese Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-12T15:52:13.611+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b37a6f9e-53c7-4c47-beb5-1ab4451f3001","applyUrl":"https://jobs.ashbyhq.com/sierra/b37a6f9e-53c7-4c47-beb5-1ab4451f3001/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Proficiency in Cantonese is required to support interactions with Cantonese-speaking clients.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n - Proficiency in Cantonese is required to support interactions with Cantonese-speaking clients.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 295K – SGD 495K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 295K - SGD 495K","compensationTiers":[{"id":"8703d196-8c61-4d7e-84a1-4121a5138c4f","tierSummary":"SGD 295K – SGD 495K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"5923db05-6e32-4dd8-8fad-a13cc82e2362","summary":"SGD 295K – SGD 495K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"id":"4e18602e-5fb9-4a12-88c2-b5f62fbfef29","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":295000,"maxValue":495000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"758beaca-db59-4e46-9867-7a93989735a7","title":"Product Manager, Agent Development - Flagship Deployment","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-17T05:12:52.918+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/758beaca-db59-4e46-9867-7a93989735a7","applyUrl":"https://jobs.ashbyhq.com/sierra/758beaca-db59-4e46-9867-7a93989735a7/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
This role is dedicated to one of Sierra's largest and most strategic customers — a company running AI agents at massive scale across millions of customer interactions. You'll be the product owner embedded within a dedicated team, responsible for the full quality and evolution of production AI agents across chat and beyond.
Own the agent, end to end. You own what the agent does (workflows, decisions, escalation logic), how it works (architecture, data flows, APIs, integrations), and how it feels to users (clarity, trust, edge cases, failures at scale). It takes equal parts product sense, technical depth, and taste.
Drive quality and outcomes. You're not done when the agent ships. You own the customer experience end to end — running evaluations, digging into failures, identifying the highest leverage experience improvements, and working with engineers to ship them. You define what \"great\" looks like and hold the bar.
Push the platform forward. The bar on a flagship account is as high as it gets — huge volume, complex workflows, and demanding quality and performance requirements. It’s also one of the best places at Sierra to do 0→1 platform work — hard problems regularly drive new platform capabilities, and you'll partner closely with our Platform team to build them.
Navigate enterprise complexity. At this scale, every big technical discussion is also a negotiation — you'll need to read the implications in real time, hold your ground, and steer toward the right outcome. Expect to work across business units, procurement, compliance, and senior execs.
Invent what’s next. Beyond making today's agent great, you'll imagine experiences the customer hasn't asked for yet — then partner with their teams to scope, design, and ship them.
5–8+ years of experience building highly technical products, with at least 2–3 years as a Senior PM or above (or equivalent demonstrated scope and ownership).
Engineering background or equivalent technical depth — you can review architecture, reason about API design, and hold your own in a technical discussion without needing an engineer to translate.
You've shipped and owned production-grade systems at scale, with the reliability, observability, and hard tradeoffs that come with complex systems.
A track record of operating as a trusted technical partner to enterprise customers — managing ambiguity and competing priorities, influencing without authority, and knowing when to push back.
A high quality bar and quick to learn — you sweat the details others let slide, and pick up unfamiliar tools and domains fast.
Exceptional communication: you can explain a complex integration decision to an engineer, then explain the same decision to a VP.
You've worked with language models and production AI agents, and understand not just what they do but also how they work under the hood.
You are familiar with retail or consumer business operations — order management, CX workflows, fulfillment, subscriptions, or commerce infrastructure.
You're a builder — side projects, open source, a startup attempt, or real production code (TypeScript, Go, Python, or similar) and enjoy getting your hands dirty.
Experience working in a dedicated, embedded model with a named enterprise account — you know what it means to be accountable for a relationship at that depth.
MBA or equivalent business breadth — this is a product role, but you'll shape account strategy, commercial conversations, and what Sierra builds next.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nThis role is dedicated to one of Sierra's largest and most strategic customers — a company running AI agents at massive scale across millions of customer interactions. You'll be the product owner embedded within a dedicated team, responsible for the full quality and evolution of production AI agents across chat and beyond.\n\n - Own the agent, end to end. You own what the agent does (workflows, decisions, escalation logic), how it works (architecture, data flows, APIs, integrations), and how it feels to users (clarity, trust, edge cases, failures at scale). It takes equal parts product sense, technical depth, and taste.\n\n - Drive quality and outcomes. You're not done when the agent ships. You own the customer experience end to end — running evaluations, digging into failures, identifying the highest leverage experience improvements, and working with engineers to ship them. You define what \"great\" looks like and hold the bar.\n\n - Push the platform forward. The bar on a flagship account is as high as it gets — huge volume, complex workflows, and demanding quality and performance requirements. It’s also one of the best places at Sierra to do 0→1 platform work — hard problems regularly drive new platform capabilities, and you'll partner closely with our Platform team to build them.\n\n - Navigate enterprise complexity. At this scale, every big technical discussion is also a negotiation — you'll need to read the implications in real time, hold your ground, and steer toward the right outcome. Expect to work across business units, procurement, compliance, and senior execs.\n\n - Invent what’s next. Beyond making today's agent great, you'll imagine experiences the customer hasn't asked for yet — then partner with their teams to scope, design, and ship them.\n\n\nWHAT YOU'LL BRING\n\n - 5–8+ years of experience building highly technical products, with at least 2–3 years as a Senior PM or above (or equivalent demonstrated scope and ownership).\n\n - Engineering background or equivalent technical depth — you can review architecture, reason about API design, and hold your own in a technical discussion without needing an engineer to translate.\n\n - You've shipped and owned production-grade systems at scale, with the reliability, observability, and hard tradeoffs that come with complex systems.\n\n - A track record of operating as a trusted technical partner to enterprise customers — managing ambiguity and competing priorities, influencing without authority, and knowing when to push back.\n\n - A high quality bar and quick to learn — you sweat the details others let slide, and pick up unfamiliar tools and domains fast.\n\n - Exceptional communication: you can explain a complex integration decision to an engineer, then explain the same decision to a VP.\n\n\nEVEN BETTER...\n\n - You've worked with language models and production AI agents, and understand not just what they do but also how they work under the hood.\n\n - You are familiar with retail or consumer business operations — order management, CX workflows, fulfillment, subscriptions, or commerce infrastructure.\n\n - You're a builder — side projects, open source, a startup attempt, or real production code (TypeScript, Go, Python, or similar) and enjoy getting your hands dirty.\n\n - Experience working in a dedicated, embedded model with a named enterprise account — you know what it means to be accountable for a relationship at that depth.\n\n - MBA or equivalent business breadth — this is a product role, but you'll shape account strategy, commercial conversations, and what Sierra builds next.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"0715ee6e-4be3-41c1-918f-de52cfdbd178","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8843fdbe-fdf5-4e31-bf8e-0897caf83100","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e0869a95-0928-4429-a53d-e8dbba51f52d","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}},{"id":"e87b6db4-7420-466b-8866-67e9606d925b","title":"Producer, Events & Experiences","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-16T15:00:34.486+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e87b6db4-7420-466b-8866-67e9606d925b","applyUrl":"https://jobs.ashbyhq.com/sierra/e87b6db4-7420-466b-8866-67e9606d925b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re looking for a Producer on the Events & Experiences team to help bring Sierra’s most important moments to life — not just what happens on stage, but the entire arc of how an attendee experiences Sierra. You’ll join a small team with a high bar for craft, producing everything from large conferences and product launches to executive gatherings, field events, and experiential activations.
This role lives at the intersection of live production and creative vision. You’ll shape how our events look, sound, and feel; partner with creative teams and production vendors to deliver them flawlessly; and think well beyond the main stage to the texture of the whole experience. We care deeply about Craftsmanship, getting the details right, from the words on a slide to the way people move through a room and you’ll be the person who holds that bar.
What You'll Do:
Own production end to end. Lead the full lifecycle of Sierra's marquee moments and third party events from creative concept and pre-production through post-event delivery — across keynotes, product launches, executive summits, field events, and experiential activations.
Craft the experience, not just the agenda. Think beyond the main stage to how attendees move through and feel a space: breakout sessions, demo environments, branded moments, and the texture of the overall experience.
Lead vendors and partners. Source, brief, and manage AV, scenic, lighting, video, and experiential vendors and creative agencies — getting the best work out of partners while owning timelines and budgets.
Partner cross-functionally. Work closely with Marketing, Product, Communications, Sales, and executive stakeholders to translate strategic objectives into compelling live moments.
Capture and extend the work. Help define what gets filmed, streamed, and photographed, and partner with marketing to turn live moments into highlight reels, social content, and campaign assets that live well beyond the room.
Travel. Travel up to 30 percent to lead onsite execution.
8+ years across event and creative production. You've produced live shows and shaped content and built experiential moments, rather than specializing in one lane.
A live-production backbone. Deep command of run-of-show, rehearsals, and the AV/scenic/lighting/staging craft that makes a live event feel effortless.
A creative and content sensibility. Strong instincts for narrative, design, and multimedia, with the taste to judge and elevate the work, not just coordinate it.
Experience building physical environments and attendee journeys — activations, immersive spaces, demo experiences — not only stage programming.
Vendor and agency leadership. A proven track record sourcing and directing AV, scenic, creative, and technical partners, and managing budgets and timelines across competing priorities.
A collaborative operator. You thrive on a small, high-bar team — owning your workstreams while coordinating closely with events leads, creative partners, and cross-functional stakeholders.
Calm, decisive command under pressure. You make sharp calls in dynamic, high-stakes live environments and bring people with you.
Enterprise and Field Marketing Experience: Familiarity with creating and executing targeted, high-impact marketing initiatives and events designed specifically for enterprise customers and field marketing contexts, aligning closely with sales teams and strategic business objectives.
Hybrid and broadcast fluency: Experience producing hybrid events that combine in-person experiences with livestream or broadcast components, and familiarity with emerging production technologies (LED, real-time graphics, interactive engagement tools).
Passion for Sierra’s mission and brand: a creative flair for producing event experiences that embody our values and leave a lasting impression on attendees. You take pride in building an events portfolio that showcases Sierra’s innovation and company values.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE\n\nWe’re looking for a Producer on the Events & Experiences team to help bring Sierra’s most important moments to life — not just what happens on stage, but the entire arc of how an attendee experiences Sierra. You’ll join a small team with a high bar for craft, producing everything from large conferences and product launches to executive gatherings, field events, and experiential activations.\n\nThis role lives at the intersection of live production and creative vision. You’ll shape how our events look, sound, and feel; partner with creative teams and production vendors to deliver them flawlessly; and think well beyond the main stage to the texture of the whole experience. We care deeply about Craftsmanship, getting the details right, from the words on a slide to the way people move through a room and you’ll be the person who holds that bar.\n\nWhat You'll Do:\n\n - Own production end to end. Lead the full lifecycle of Sierra's marquee moments and third party events from creative concept and pre-production through post-event delivery — across keynotes, product launches, executive summits, field events, and experiential activations.\n\n - Craft the experience, not just the agenda. Think beyond the main stage to how attendees move through and feel a space: breakout sessions, demo environments, branded moments, and the texture of the overall experience.\n\n - Lead vendors and partners. Source, brief, and manage AV, scenic, lighting, video, and experiential vendors and creative agencies — getting the best work out of partners while owning timelines and budgets.\n\n - Partner cross-functionally. Work closely with Marketing, Product, Communications, Sales, and executive stakeholders to translate strategic objectives into compelling live moments.\n\n - Capture and extend the work. Help define what gets filmed, streamed, and photographed, and partner with marketing to turn live moments into highlight reels, social content, and campaign assets that live well beyond the room.\n\n - Travel. Travel up to 30 percent to lead onsite execution.\n\n\nWHAT YOU'LL BRING:\n\n - 8+ years across event and creative production. You've produced live shows and shaped content and built experiential moments, rather than specializing in one lane.\n\n - A live-production backbone. Deep command of run-of-show, rehearsals, and the AV/scenic/lighting/staging craft that makes a live event feel effortless.\n\n - A creative and content sensibility. Strong instincts for narrative, design, and multimedia, with the taste to judge and elevate the work, not just coordinate it.\n\n - Experience building physical environments and attendee journeys — activations, immersive spaces, demo experiences — not only stage programming.\n\n - Vendor and agency leadership. A proven track record sourcing and directing AV, scenic, creative, and technical partners, and managing budgets and timelines across competing priorities.\n\n - A collaborative operator. You thrive on a small, high-bar team — owning your workstreams while coordinating closely with events leads, creative partners, and cross-functional stakeholders.\n\n - Calm, decisive command under pressure. You make sharp calls in dynamic, high-stakes live environments and bring people with you.\n\n\nEVEN BETTER...\n\n - Enterprise and Field Marketing Experience: Familiarity with creating and executing targeted, high-impact marketing initiatives and events designed specifically for enterprise customers and field marketing contexts, aligning closely with sales teams and strategic business objectives.\n\n - Hybrid and broadcast fluency: Experience producing hybrid events that combine in-person experiences with livestream or broadcast components, and familiarity with emerging production technologies (LED, real-time graphics, interactive engagement tools).\n\n - Passion for Sierra’s mission and brand: a creative flair for producing event experiences that embody our values and leave a lasting impression on attendees. You take pride in building an events portfolio that showcases Sierra’s innovation and company values.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"0d962456-5326-46a5-9164-aef49d5bc6ab","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"a270bc28-1887-45a8-9258-f07ebc468012","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"d151f218-f837-4e9f-b6f5-4ff381cb8dc8","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"afc1d541-7442-4bae-80f4-7ed8d444efe9","title":"People Partner, Sales","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-25T21:40:41.257+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/afc1d541-7442-4bae-80f4-7ed8d444efe9","applyUrl":"https://jobs.ashbyhq.com/sierra/afc1d541-7442-4bae-80f4-7ed8d444efe9/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.
HR Administration: Manage HR systems, maintain accurate employee records, benefits enrollment, and generating HR reports.
Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.
HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.
Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.
Organizational design: (structuring teams for efficiency and scalability, defining roles and responsibilities, aligning talent with business strategy), strategic thinking, coaching, business acumen
5+ years of experience in human resources or people operations, ideally in a fast-growing environment supporting Sales organizations.
Demonstrated expertise and understanding of HR best practices, employment laws, and regulation.
Excellent organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.
Proactive, innovative mindset with a focus on continuous improvement and strategic impact.
Experience partnering with engineering, product, or other technical teams.
Hands-on experience implementing HR systems and processes in a scaling company.
Exposure to international HR compliance, including global employment laws and cross-border workforce considerations.
Understanding of international compensation structures and total rewards programs.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Employee Relations: Serve as a key resource for employees and managers, providing guidance on HR policies, addressing and resolving employee conflicts, and fostering a positive and productive work environment.\n\n - HR Administration: Manage HR systems, maintain accurate employee records, benefits enrollment, and generating HR reports.\n\n - Employee Onboarding: Ensure a seamless experience from candidate offer approval to new hire start date.\n\n - HR Policy Implementation: Develop and ensure the effective implementation of HR policies and procedures across Sierra, ensuring alignment with legal requirements and company values.\n\n - Employee Engagement: Design and implement employee engagement programs to enhance employee satisfaction and foster transparent and effective communication.\n\n - Organizational design: (structuring teams for efficiency and scalability, defining roles and responsibilities, aligning talent with business strategy), strategic thinking, coaching, business acumen\n\n\nWHAT YOU’LL BRING\n\n - 5+ years of experience in human resources or people operations, ideally in a fast-growing environment supporting Sales organizations.\n\n - Demonstrated expertise and understanding of HR best practices, employment laws, and regulation.\n\n - Excellent organizational skills, attention to detail, and ability to manage multiple priorities in a fast-paced environment.\n\n - Proactive, innovative mindset with a focus on continuous improvement and strategic impact.\n\n - Experience partnering with engineering, product, or other technical teams.\n\n\nEVEN BETTER…\n\n - Hands-on experience implementing HR systems and processes in a scaling company.\n\n - Exposure to international HR compliance, including global employment laws and cross-border workforce considerations.\n\n - Understanding of international compensation structures and total rewards programs.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $200K","compensationTiers":[{"id":"fa2fd0b5-431a-4dd2-a702-9c9645341b36","tierSummary":"$160K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"639332d9-3281-4103-b668-1b2df13f5423","summary":"$160K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"id":"4050fd6c-4f30-47f8-ac50-e9b2e0e24c03","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"d7febb53-07d2-44fb-8cd0-7e5a011fdf24","title":"Strategist, Agent Development (Brazilian Portuguese speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-22T15:37:00.180+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d7febb53-07d2-44fb-8cd0-7e5a011fdf24","applyUrl":"https://jobs.ashbyhq.com/sierra/d7febb53-07d2-44fb-8cd0-7e5a011fdf24/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"f51d6c09-d767-4e86-bc62-216b2051e318","title":"Software Engineer, Agent (Brazilian Portuguese speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-06-22T21:57:03.449+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f51d6c09-d767-4e86-bc62-216b2051e318","applyUrl":"https://jobs.ashbyhq.com/sierra/f51d6c09-d767-4e86-bc62-216b2051e318/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Language fluency - professional fluency in both Brazilian Portuguese and English
Experience building and scaling end-to-end production systems
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments
A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship
Comfort working directly with customers to understand their needs and solve real-world problems
Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Language fluency - professional fluency in both Brazilian Portuguese and English\n\n - Experience building and scaling end-to-end production systems\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments\n\n - A builder and tinkerer’s mindset with high agency - you find creative ways to overcome obstacles and ship\n\n - Comfort working directly with customers to understand their needs and solve real-world problems\n\n - Excellent communication skills - clear, direct, and persuasive across technical and non-technical audiences\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"ab98160c-9918-483c-af74-310535448972","title":"Software Engineer, Agent - Financial Services","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-02T23:16:06.001+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ab98160c-9918-483c-af74-310535448972","applyUrl":"https://jobs.ashbyhq.com/sierra/ab98160c-9918-483c-af74-310535448972/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn
Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems.
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
Comfort working directly with customers to understand their needs and solve real-world problems.
Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large telecommunications and media companies that consistently outperform human agents in managing subscription churn\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like troubleshooting a broken device and personalizing product recommendations\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems.\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.\n\n - A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.\n\n - Comfort working directly with customers to understand their needs and solve real-world problems.\n\n - Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"61bb1eca-b416-4e6d-a0ac-5f418b35a8f3","title":"Forward Deployed Infrastructure Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-23T13:52:35.584+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/61bb1eca-b416-4e6d-a0ac-5f418b35a8f3","applyUrl":"https://jobs.ashbyhq.com/sierra/61bb1eca-b416-4e6d-a0ac-5f418b35a8f3/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.
Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.
Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.
Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.
Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.
Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.
Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.
4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.
Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).
Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.
Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.
Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.
Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.
Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.
Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).
Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\nAs a Forward Deployed Infrastructure Engineer at Sierra, and a founding member of this function, you will own the end-to-end lifecycle of customer deployments, while helping define how Sierra’s AI platform is deployed and operated across enterprise environments. You'll work directly with enterprise customers to architect, deploy, upgrade, and manage Sierra's AI platform infrastructure — ensuring every deployment meets their security, compliance, and operational requirements. In addition, you’ll establish the standards, tooling, and processes that make deployments scalable and repeatable, and partner cross-functionally with Engineering, Product, Sales, and Customer Success. This role will define how Sierra scales some of its most complex customer engagements.\n\n - Own deployment architecture conversations and execution — designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.\n\n - Manage the full infrastructure lifecycle for some of Sierra’s most critical customers: initial deployment, ongoing upgrades, scaling, and incident support.\n\n - Develop and maintain deployment runbooks, upgrade procedures, and automation tooling to make operations repeatable and reliable.\n\n - Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.\n\n - Work with customers' platform engineering, security, and DevOps teams to navigate their infrastructure constraints and compliance requirements.\n\n - Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.\n\n\nWHAT YOU'LL BRING:\n\n - 4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles — with significant time spent on customer-facing deployment work.\n\n - Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).\n\n - Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.\n\n - Ability to navigate ambiguity with enterprise stakeholders — from platform engineers to CISOs — and turn infrastructure conversations into actionable deployment plans.\n\n - Strong operational instincts: you think about upgrades, rollbacks, monitoring, and failure modes from the start, not as an afterthought.\n\n - Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.\n\n - Degree in Computer Science or a related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.\n\n - Past experience at an early-stage company where you built deployment operations, playbooks, and tooling.\n\n - Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).\n\n - Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£190K – £285K • Offers Equity","scrapeableCompensationSalarySummary":"£190K - £285K","compensationTiers":[{"id":"328d5315-c979-4923-9c7c-3840730c645e","tierSummary":"£190K – £285K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"113426de-85f1-40fd-a50a-dde16b3aa375","summary":"£190K – £285K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":190000,"maxValue":285000},{"id":"8f37c4e1-2856-4600-8c7b-65e5873277fa","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":190000,"maxValue":285000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"d5acde3b-9d8c-4ece-a73c-a02521f24d72","title":"GTM Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-26T14:20:17.832+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d5acde3b-9d8c-4ece-a73c-a02521f24d72","applyUrl":"https://jobs.ashbyhq.com/sierra/d5acde3b-9d8c-4ece-a73c-a02521f24d72/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Support our Sales, Marketing, and customer-facing teams, which might include:
Driving end-to-end GTM processes, including building pricing proposals, developing customer presentations, and delivering financial analyses to enable team success.
Analyzing, optimizing, and implementing sales territories and processes for a fast-growing sales team.
Building out prospecting programs and marketing campaigns, helping the sales team to drive net new demand
Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.
Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.
Driving alignment between Sales and Agent Development and optimizing cross-functional processes and ways of working
Work with Pricing, Legal, Operations, Sales, Agent Development & Finance teams to identify inefficiencies in current GTM operations and design scalable solutions to help Sierra scale.
Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high-leverage decisions.
Take on special projects and initiatives related to international expansion, pricing, marketing, legal, deal strategy, and agent development
Serve as a versatile, proactive team player, taking on both foundational tasks and high-impact strategic initiatives that drive the GTM team’s success.
Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage.
4+ years of experience in revenue operations, sales operations, management consulting, corporate strategy, or business operations.
Proficiency in financial modeling and data analysis (e.g., Excel, Google Sheets); experience with data visualization tools (e.g., Tableau, Looker, or Power BI).
A detail-oriented, methodical, and process-driven mentality that is focused on both accuracy and efficiency.
Demonstrated ability to manage multiple projects, prioritize effectively, and meet deadlines.
A proactive mindset with the ability to navigate ambiguity, drive and execute initiatives, and deliver results in a fast-paced, dynamic environment.
Strong written and verbal communication skills, with the ability to distill complex ideas and problems into straightforward, actionable recommendations, especially to executives.
SQL experience.
Familiarity with CRM platforms (e.g., Salesforce, HubSpot) and marketing automation tools.
Previous 0-1 startup or operational experience.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Support our Sales, Marketing, and customer-facing teams, which might include:\n \n - Driving end-to-end GTM processes, including building pricing proposals, developing customer presentations, and delivering financial analyses to enable team success.\n \n - Analyzing, optimizing, and implementing sales territories and processes for a fast-growing sales team.\n \n - Building out prospecting programs and marketing campaigns, helping the sales team to drive net new demand\n \n - Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.\n \n - Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.\n \n - Driving alignment between Sales and Agent Development and optimizing cross-functional processes and ways of working\n\n - Work with Pricing, Legal, Operations, Sales, Agent Development & Finance teams to identify inefficiencies in current GTM operations and design scalable solutions to help Sierra scale.\n\n - Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high-leverage decisions.\n\n - Take on special projects and initiatives related to international expansion, pricing, marketing, legal, deal strategy, and agent development\n\n - Serve as a versatile, proactive team player, taking on both foundational tasks and high-impact strategic initiatives that drive the GTM team’s success.\n\n - Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage.\n\n\n\n\nWHAT YOU’LL BRING\n\n - 4+ years of experience in revenue operations, sales operations, management consulting, corporate strategy, or business operations.\n\n - Proficiency in financial modeling and data analysis (e.g., Excel, Google Sheets); experience with data visualization tools (e.g., Tableau, Looker, or Power BI).\n\n - A detail-oriented, methodical, and process-driven mentality that is focused on both accuracy and efficiency.\n\n - Demonstrated ability to manage multiple projects, prioritize effectively, and meet deadlines.\n\n - A proactive mindset with the ability to navigate ambiguity, drive and execute initiatives, and deliver results in a fast-paced, dynamic environment.\n\n - Strong written and verbal communication skills, with the ability to distill complex ideas and problems into straightforward, actionable recommendations, especially to executives.\n\n\nEVEN BETTER…\n\n - SQL experience.\n\n - Familiarity with CRM platforms (e.g., Salesforce, HubSpot) and marketing automation tools.\n\n - Previous 0-1 startup or operational experience.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £185K • Offers Equity","scrapeableCompensationSalarySummary":"£135K - £185K","compensationTiers":[{"id":"190c88af-6d97-4e2a-9220-e699f874337e","tierSummary":"£135K – £185K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"300395a1-7a8d-4bf0-a980-ec9a91713502","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"4c6c5248-1f19-446b-b953-73f8448ed385","summary":"£135K – £185K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000}]}},{"id":"3935e2a4-eb85-44dd-8e50-1443402bc2b4","title":"Pricing Strategy & Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-26T14:16:29.153+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3935e2a4-eb85-44dd-8e50-1443402bc2b4","applyUrl":"https://jobs.ashbyhq.com/sierra/3935e2a4-eb85-44dd-8e50-1443402bc2b4/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers, and to help them execute deals. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.
4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.
Experience negotiating complex customer partnerships
Familiarity with navigating sales cycles
Strong understanding of developing GTM operations using data-driven decision-making
Degree in Business Administration, Finance, or related field, or equivalent professional experience
Experience in partnerships, business development, and value engineering roles
Familiarity with AI or conversational AI technologies
Previous 0-1 startup or fast-paced high-growth environment experience
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nWe're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers, and to help them execute deals. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.\n\n\nWHAT YOU’LL BRING\n\n - 4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.\n\n - Experience negotiating complex customer partnerships\n\n - Familiarity with navigating sales cycles\n\n - Strong understanding of developing GTM operations using data-driven decision-making\n\n - Degree in Business Administration, Finance, or related field, or equivalent professional experience\n\n\nEVEN BETTER…\n\n - Experience in partnerships, business development, and value engineering roles\n\n - Familiarity with AI or conversational AI technologies\n\n - Previous 0-1 startup or fast-paced high-growth environment experience\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £185K • Offers Equity","scrapeableCompensationSalarySummary":"£135K - £185K","compensationTiers":[{"id":"917bcc93-fee7-402a-b7d6-923d4cad6212","tierSummary":"£135K – £185K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"c28c434a-1eb2-4266-87a6-00b5301ba7a4","summary":"£135K – £185K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000},{"id":"0cdfe0c0-d9a7-4d51-b0a3-cda529e15572","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":185000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"3853f83e-d4f4-47d9-90e3-96be23969dfd","title":"Senior Employment Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-26T14:26:52.935+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3853f83e-d4f4-47d9-90e3-96be23969dfd","applyUrl":"https://jobs.ashbyhq.com/sierra/3853f83e-d4f4-47d9-90e3-96be23969dfd/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re hiring a Senior Employment Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in employment and labor matters, including global employment/HR matters. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.
Employment and Labor Counseling: Serve as the primary employment law advisor to Sierra's People team and business leaders on a broad range of employment and labor matters, including recruiting and hiring, employee relations, performance management, terminations and separations, wage and hour compliance, leaves of absence, accommodations, immigration, secondments, and employee classification.
Employment Agreements; Playbooks: Draft, negotiate, and advise on employment-related documents including offer letters, PIIAs, separation and release agreements, equity documentation, compensation plans. Develop and maintain policies, templates, and playbooks to drive consistency and speed at scale.
Compensation and Equity: Advise on employment aspects of equity compensation programs, including offer letter and compensation structuring, tax considerations, and international plan mechanics.
Scaling: Support employment law matters across Sierra's international offices, working with local outside counsel to ensure jurisdictional compliance while maintaining alignment with global People practices and guidelines.
Partnership: Collaborate closely with the People, Finance, and business teams to support hiring, organizational change, and scaling in a high-growth environment. Develop and deliver training programs on employment law topics for People team members, managers, and employees.
6+ years of legal experience, with a combination of large law firm and in-house experience at a tech company.
Demonstrated depth in US state and federal employment law and broad US employment matters.
Experience advising on international employment across multiple jurisdictions, with exposure to UK, EU, APAC, and/or LatAm employment law strongly preferred.
Excellent drafting skills and the ability to produce clean, business-ready employment documents with minimal supervision.
Strong judgment and the ability to operate as a trusted advisor to HR and business leaders, translating legal risk into practical, actionable guidance.
A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues, and personal experience with integrating AI into your work.
Significant law firm experience at a top-tier, internationally recognized law firm.
Experience working at and scaling a global employment/HR program at a high-growth technology company.
Experience with international equity compensation mechanics and other non-US employee equity programs.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\nWe’re hiring a Senior Employment Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in employment and labor matters, including global employment/HR matters. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.\n\n - Employment and Labor Counseling: Serve as the primary employment law advisor to Sierra's People team and business leaders on a broad range of employment and labor matters, including recruiting and hiring, employee relations, performance management, terminations and separations, wage and hour compliance, leaves of absence, accommodations, immigration, secondments, and employee classification.\n\n - Employment Agreements; Playbooks: Draft, negotiate, and advise on employment-related documents including offer letters, PIIAs, separation and release agreements, equity documentation, compensation plans. Develop and maintain policies, templates, and playbooks to drive consistency and speed at scale.\n\n - Compensation and Equity: Advise on employment aspects of equity compensation programs, including offer letter and compensation structuring, tax considerations, and international plan mechanics.\n\n - Scaling: Support employment law matters across Sierra's international offices, working with local outside counsel to ensure jurisdictional compliance while maintaining alignment with global People practices and guidelines.\n\n - Partnership: Collaborate closely with the People, Finance, and business teams to support hiring, organizational change, and scaling in a high-growth environment. Develop and deliver training programs on employment law topics for People team members, managers, and employees.\n\n\nWHAT YOU'LL BRING\n\n - 6+ years of legal experience, with a combination of large law firm and in-house experience at a tech company.\n\n - Demonstrated depth in US state and federal employment law and broad US employment matters.\n\n - Experience advising on international employment across multiple jurisdictions, with exposure to UK, EU, APAC, and/or LatAm employment law strongly preferred.\n\n - Excellent drafting skills and the ability to produce clean, business-ready employment documents with minimal supervision.\n\n - Strong judgment and the ability to operate as a trusted advisor to HR and business leaders, translating legal risk into practical, actionable guidance.\n\n\nEVEN BETTER...\n\n - A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues, and personal experience with integrating AI into your work.\n\n - Significant law firm experience at a top-tier, internationally recognized law firm.\n\n - Experience working at and scaling a global employment/HR program at a high-growth technology company.\n\n - Experience with international equity compensation mechanics and other non-US employee equity programs.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$225K – $275K • Offers Equity","scrapeableCompensationSalarySummary":"$225K - $275K","compensationTiers":[{"id":"9177c2fa-ddea-4206-9350-cfb93f56e5b6","tierSummary":"$225K – $275K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"6d6ecf0f-0340-4129-8df9-97d3dfc0e48b","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"62801f1c-8ea3-49d3-ae6c-a2bf0dcbb7d5","summary":"$225K – $275K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":225000,"maxValue":275000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":225000,"maxValue":275000}]}},{"id":"671099d2-fed9-4140-a30e-83c8fd9f0906","title":"Motion Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-06-26T21:57:21.978+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/671099d2-fed9-4140-a30e-83c8fd9f0906","applyUrl":"https://jobs.ashbyhq.com/sierra/671099d2-fed9-4140-a30e-83c8fd9f0906/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re looking for a Motion Designer to join Sierra’s Creative Studio and help define how our brand comes to life through movement. This role is ideal for someone who combines exceptional craft with systems thinking—someone who can create standout motion work while establishing the patterns, principles, and frameworks that make Sierra recognizable across every touchpoint.
As a member of Sierra’s design team, you’ll partner closely with brand designers, marketers, product teams, and external creative partners to bring stories, products, and experiences to life through animation. You’ll work across product launches, marketing campaigns, customer stories, events, social content, and emerging brand initiatives, helping translate complex AI concepts into compelling visual narratives.
This is an opportunity to help build Sierra’s motion practice from the ground up and shape how customers, partners, and the broader industry experience our brand.
Create high-quality motion design work across marketing campaigns, product launches, customer stories, events, social content, and brand initiatives.
Develop motion systems, principles, and animation frameworks that create consistency and recognition across the Sierra brand.
Build scalable motion templates, guidelines, and documentation that
empower teams to create on-brand work efficiently.
Partner closely with brand design, marketing, product, and leadership teams to elevate storytelling through animation and motion.
Bring creative, from-the-ground-up thinking to brand campaigns and launches, exploring new ways to communicate Sierra’s vision and technology.
Help establish best practices for motion across digital, experiential, social,
and product touchpoints.
Mentor teammates and provide guidance on motion design craft, workflows,
and execution.
Explore new creative possibilities enabled by AI while maintaining a high bar
for quality, taste, and craftsmanship.
As a core member of Sierra’s design team, you will help shape the culture,
systems, and visual language that define our brand.
Proven Experience: 8+ years of motion design experience with a portfolio that demonstrates exceptional craft, strong storytelling, and the ability to build scalable design systems. Experience supporting high-growth technology, SaaS, AI, B2B, or consumer brands is preferred.
Motion Craft Excellence: Deep expertise in animation principles, timing, visual storytelling, typography, and motion systems. Ability to create work that is both visually compelling and strategically effective.
Systems Thinking: Experience building motion design frameworks, reusable assets, and scalable standards that enable consistency across teams and channels.
Great Collaboration: Strong ability to communicate creative ideas and partner effectively with designers, marketers, product teams, engineers, executives, and external collaborators.
Excellent Communication: Ability to clearly articulate design rationale, creative direction, and motion principles to diverse stakeholders.
Builder Mindset: Self-starter who thrives in ambiguity and enjoys defining new processes, systems, and creative opportunities from scratch.
Creative Proficiency: Expert knowledge of After Effects, Premiere, Figma, and Adobe Creative Suite. Experience with Cinema 4D, Rive, Lottie, AI-powered creative tools, or emerging motion workflows is a plus.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nWe’re looking for a Motion Designer to join Sierra’s Creative Studio and help define how our brand comes to life through movement. This role is ideal for someone who combines exceptional craft with systems thinking—someone who can create standout motion work while establishing the patterns, principles, and frameworks that make Sierra recognizable across every touchpoint.\n\nAs a member of Sierra’s design team, you’ll partner closely with brand designers, marketers, product teams, and external creative partners to bring stories, products, and experiences to life through animation. You’ll work across product launches, marketing campaigns, customer stories, events, social content, and emerging brand initiatives, helping translate complex AI concepts into compelling visual narratives.\n\nThis is an opportunity to help build Sierra’s motion practice from the ground up and shape how customers, partners, and the broader industry experience our brand.\n\n\n\nWHAT YOU’LL DO\n\n - Create high-quality motion design work across marketing campaigns, product launches, customer stories, events, social content, and brand initiatives.\n\n - Develop motion systems, principles, and animation frameworks that create consistency and recognition across the Sierra brand.\n\n - Build scalable motion templates, guidelines, and documentation that \n empower teams to create on-brand work efficiently.\n\n - Partner closely with brand design, marketing, product, and leadership teams to elevate storytelling through animation and motion.\n\n - Bring creative, from-the-ground-up thinking to brand campaigns and launches, exploring new ways to communicate Sierra’s vision and technology.\n\n - Help establish best practices for motion across digital, experiential, social, \n and product touchpoints.\n\n - Mentor teammates and provide guidance on motion design craft, workflows, \n and execution.\n\n - Explore new creative possibilities enabled by AI while maintaining a high bar \n for quality, taste, and craftsmanship.\n\n - As a core member of Sierra’s design team, you will help shape the culture, \n systems, and visual language that define our brand.\n\n\nWHAT YOU’LL BRING\n\n - Proven Experience: 8+ years of motion design experience with a portfolio that demonstrates exceptional craft, strong storytelling, and the ability to build scalable design systems. Experience supporting high-growth technology, SaaS, AI, B2B, or consumer brands is preferred.\n\n - Motion Craft Excellence: Deep expertise in animation principles, timing, visual storytelling, typography, and motion systems. Ability to create work that is both visually compelling and strategically effective.\n\n - Systems Thinking: Experience building motion design frameworks, reusable assets, and scalable standards that enable consistency across teams and channels.\n\n - Great Collaboration: Strong ability to communicate creative ideas and partner effectively with designers, marketers, product teams, engineers, executives, and external collaborators.\n\n - Excellent Communication: Ability to clearly articulate design rationale, creative direction, and motion principles to diverse stakeholders.\n\n - Builder Mindset: Self-starter who thrives in ambiguity and enjoys defining new processes, systems, and creative opportunities from scratch.\n\n - Creative Proficiency: Expert knowledge of After Effects, Premiere, Figma, and Adobe Creative Suite. Experience with Cinema 4D, Rive, Lottie, AI-powered creative tools, or emerging motion workflows is a plus.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"ffca5e03-27bd-4814-8b26-61dc90dd05dd","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"71ed6e4d-c98c-43fb-895b-7f480491c788","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"47f879a1-e5f0-4326-9bcb-11dd6172b969","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"8ee59347-bea3-4358-93bf-ef6d93d818fb","title":"Partnerships Sales","department":"Partnerships","team":"Partnerships","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-07-07T17:12:23.006+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8ee59347-bea3-4358-93bf-ef6d93d818fb","applyUrl":"https://jobs.ashbyhq.com/sierra/8ee59347-bea3-4358-93bf-ef6d93d818fb/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Help establish Sierra as the clear market leader in building better, more human experiences with AI in Japan. In this role, you will drive revenue through strategic channel partnerships, close deals with Japan's largest enterprises, and help build the foundation for a high-growth business in one of the world's premier AI markets.
Working hand-in-hand with Sierra's Japan sales team and global partnerships organization, you will drive a partner-led sales motion that becomes a durable growth engine for Sierra in Japan, building the programs, relationships, and market presence needed to scale the business. This role sits at the intersection of enterprise sales, channel partnerships, enablement, and go-to-market execution.
Serve as Sierra's embedded expert within strategic partners' enterprise sales motion — enabling their team, joining customer conversations, and helping sellers confidently position and sell Sierra.
Build and maintain a network of champions across partner organizations, including relevant product divisions, to maximize pipeline coverage and deal velocity.
Own and hit Sierra's Japan channel revenue target — accountable for closing enterprise deals with Japan's largest companies through partners, end to end.
Coordinate closely with partners and Sierra sales leadership through regular business reviews, joint account planning, and pipeline management to accelerate deal velocity and revenue growth.
Partner with Sierra's global partnerships and GTM operations teams to build and drive the enablement programs, sales plays, commercial frameworks, and operating rhythms that increase partner seller engagement, pipeline creation, and revenue performance.
Serve as the voice of the Japan market internally, advising on product and go-to-market enhancements and sharing customer feedback, field learnings, and competitive intelligence to improve Sierra's products, processes, and market positioning.
Represent Sierra in customer, partner, and industry engagements, helping strengthen Sierra's presence and credibility within the Japanese enterprise market.
Required
10+ years of enterprise technology sales experience, with 8+ years selling in Japan.
Proven track record of building pipeline, influencing partner sellers, and driving revenue by closing enterprise deals through channel, partner, or distribution-led sales motions, ideally with large strategic partners.
Existing relationships across Japan's technology ecosystem, including telecommunications providers, systems integrators, distributors, cloud providers, or strategic partners such as SoftBank, NTT, Fujitsu, and NEC.
Native Japanese fluency (JLPT N2 or native equivalent) and business-level English fluency.
Deep understanding of Japan's enterprise procurement culture, decision-making dynamics, and relationship norms.
Preferred
Experience working at or partnering closely with SoftBank, NTT, Fujitsu, NEC, Accenture Japan, Deloitte Japan, or similar organizations.
Background at a high-growth enterprise SaaS company (Salesforce, ServiceNow, Zendesk, or comparable) with experience building partner-led revenue motions.
Experience developing or delivering partner enablement programs, sales plays, and field-facing training.
Experience driving joint go-to-market initiatives, customer events, executive engagement programs, or partner marketing activities.
Experience in the CX or customer service technology ecosystem.
Familiarity with AI/ML applications in enterprise settings and SoftBank's AI strategy and portfolio.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nHelp establish Sierra as the clear market leader in building better, more human experiences with AI in Japan. In this role, you will drive revenue through strategic channel partnerships, close deals with Japan's largest enterprises, and help build the foundation for a high-growth business in one of the world's premier AI markets.\n\nWorking hand-in-hand with Sierra's Japan sales team and global partnerships organization, you will drive a partner-led sales motion that becomes a durable growth engine for Sierra in Japan, building the programs, relationships, and market presence needed to scale the business. This role sits at the intersection of enterprise sales, channel partnerships, enablement, and go-to-market execution.\n\n\nWHAT YOU'LL DO\n\n - Serve as Sierra's embedded expert within strategic partners' enterprise sales motion — enabling their team, joining customer conversations, and helping sellers confidently position and sell Sierra.\n\n - Build and maintain a network of champions across partner organizations, including relevant product divisions, to maximize pipeline coverage and deal velocity.\n\n - Own and hit Sierra's Japan channel revenue target — accountable for closing enterprise deals with Japan's largest companies through partners, end to end.\n\n - Coordinate closely with partners and Sierra sales leadership through regular business reviews, joint account planning, and pipeline management to accelerate deal velocity and revenue growth.\n\n - Partner with Sierra's global partnerships and GTM operations teams to build and drive the enablement programs, sales plays, commercial frameworks, and operating rhythms that increase partner seller engagement, pipeline creation, and revenue performance.\n\n - Serve as the voice of the Japan market internally, advising on product and go-to-market enhancements and sharing customer feedback, field learnings, and competitive intelligence to improve Sierra's products, processes, and market positioning.\n\n - Represent Sierra in customer, partner, and industry engagements, helping strengthen Sierra's presence and credibility within the Japanese enterprise market.\n\n\nWHAT YOU'LL BRING\n\nRequired\n\n - 10+ years of enterprise technology sales experience, with 8+ years selling in Japan.\n\n - Proven track record of building pipeline, influencing partner sellers, and driving revenue by closing enterprise deals through channel, partner, or distribution-led sales motions, ideally with large strategic partners.\n\n - Existing relationships across Japan's technology ecosystem, including telecommunications providers, systems integrators, distributors, cloud providers, or strategic partners such as SoftBank, NTT, Fujitsu, and NEC.\n\n - Native Japanese fluency (JLPT N2 or native equivalent) and business-level English fluency.\n\n - Deep understanding of Japan's enterprise procurement culture, decision-making dynamics, and relationship norms.\n\nPreferred\n\n - Experience working at or partnering closely with SoftBank, NTT, Fujitsu, NEC, Accenture Japan, Deloitte Japan, or similar organizations.\n\n - Background at a high-growth enterprise SaaS company (Salesforce, ServiceNow, Zendesk, or comparable) with experience building partner-led revenue motions.\n\n - Experience developing or delivering partner enablement programs, sales plays, and field-facing training.\n\n - Experience driving joint go-to-market initiatives, customer events, executive engagement programs, or partner marketing activities.\n\n - Experience in the CX or customer service technology ecosystem.\n\n - Familiarity with AI/ML applications in enterprise settings and SoftBank's AI strategy and portfolio.\n\n\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"ab678265-1a53-4800-910c-9b128a7f3e81","title":"Brand Visual Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-03T14:34:11.252+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ab678265-1a53-4800-910c-9b128a7f3e81","applyUrl":"https://jobs.ashbyhq.com/sierra/ab678265-1a53-4800-910c-9b128a7f3e81/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Establish Sierra's brand presence in EMEA — serving as the region's first dedicated brand designer and laying the groundwork for how Sierra shows up across markets in EMEA and beyond.
Localise global campaigns and content for EMEA markets, ensuring cultural relevance, linguistic accuracy, and regional nuance across all brand touchpoints. Work closely with the localisation team to translate presentation and campaign content when needed.
Design and produce presentations that support the Go-To-Market team, translating complex ideas into clear, compelling visual narratives for both internal alignment and external audiences.
Support regional marketing events — from concept through execution — including event collateral, signage, environmental design, and other physical brand touch points across EMEA.
Partner closely with regional Marketing leads to understand local market needs and translate them into on-brand, high-impact design solutions.
Operate as a core member of the US brand design team, collaborating across time zones to maintain a unified creative vision while advocating for regional relevance and market-specific needs.
Build and maintain the brand systems that power everything we ship — templates, guidelines, libraries, and tools that help teams move fast and stay on-brand.
Collaborate closely and clearly articulate design decisions to a vast set of partners including external partners, multidisciplinary creatives, and internal partners across marketing, engineering, and product.
Deliver and solicit feedback to continually elevate the Sierra brand and raise the quality and craftsmanship of our output, maintaining brand guidelines and strong attention to detail.
Note: We're seeking candidates with deep knowledge and significant experience in these areas, coupled with a willingness to learn and expand expertise in others.
Proven Experience: 8+ years of experience driving brand development and creative design for global B2B, B2C, SaaS, and AI-driven products. Portfolio demonstrating the ability to implement a combination of strategic, conceptual, and design skills — crafting original, persuasive, and visually compelling work, including for EMEA and multicultural audiences.
Regional Expertise: Demonstrated experience localising campaigns and content for EMEA markets, with a strong understanding of cultural nuances, regional trends, and how global brands translate locally
Pioneer Mentality: Comfort with ambiguity and a genuine enthusiasm for building from scratch. You're energised by the opportunity to be the first, not intimidated by it — and you know how to create structure, process, and creative quality without a playbook.
Presentation Design Chops: Proven ability to design polished, story-driven presentations for GTM and executive audiences, with strong proficiency in Google Slides and Keynote.
Strong Execution Skills: Demonstrate high craftsmanship in building brands and design solutions. Bring creative thinking to varied communication and marketing efforts. Detail-oriented from concept through execution.
Great Collaboration: Strong ability to craft a clear narrative and paint a vision that communicates and aligns teams — including teammates who are many time zones away. Skilled at working closely with cross-functional and globally distributed partners to translate complex challenges into impactful design solutions.
Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts, and decisions to various stakeholders across regions and time zones.
Builder Mindset: Self-starter and strategic thinker. Align design decisions with business goals, ensuring every visual element supports growth and clearly communicates the company's mission.
Creative Proficiency: Well-versed in using a broad spectrum of design tools — from Keynote and Google Slides for presentation design to the full Adobe Suite and Figma for design, video, photography, illustration, typography, data visualisation, and motion graphics.
Adaptability and Resilience: Ability to adapt quickly and perform well in a fast-paced, ambiguous environment, handle multiple tasks, and work effectively across time zones and with limited resources.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO:\n\n - Establish Sierra's brand presence in EMEA — serving as the region's first dedicated brand designer and laying the groundwork for how Sierra shows up across markets in EMEA and beyond.\n\n - Localise global campaigns and content for EMEA markets, ensuring cultural relevance, linguistic accuracy, and regional nuance across all brand touchpoints. Work closely with the localisation team to translate presentation and campaign content when needed.\n\n - Design and produce presentations that support the Go-To-Market team, translating complex ideas into clear, compelling visual narratives for both internal alignment and external audiences.\n\n - Support regional marketing events — from concept through execution — including event collateral, signage, environmental design, and other physical brand touch points across EMEA.\n\n - Partner closely with regional Marketing leads to understand local market needs and translate them into on-brand, high-impact design solutions.\n\n - Operate as a core member of the US brand design team, collaborating across time zones to maintain a unified creative vision while advocating for regional relevance and market-specific needs.\n\n - Build and maintain the brand systems that power everything we ship — templates, guidelines, libraries, and tools that help teams move fast and stay on-brand.\n\n - Collaborate closely and clearly articulate design decisions to a vast set of partners including external partners, multidisciplinary creatives, and internal partners across marketing, engineering, and product.\n\n - Deliver and solicit feedback to continually elevate the Sierra brand and raise the quality and craftsmanship of our output, maintaining brand guidelines and strong attention to detail.\n\n - Note: We're seeking candidates with deep knowledge and significant experience in these areas, coupled with a willingness to learn and expand expertise in others.\n\n\n\n\nWHAT YOU’LL BRING:\n\n - Proven Experience: 8+ years of experience driving brand development and creative design for global B2B, B2C, SaaS, and AI-driven products. Portfolio demonstrating the ability to implement a combination of strategic, conceptual, and design skills — crafting original, persuasive, and visually compelling work, including for EMEA and multicultural audiences.\n\n - Regional Expertise: Demonstrated experience localising campaigns and content for EMEA markets, with a strong understanding of cultural nuances, regional trends, and how global brands translate locally\n\n - Pioneer Mentality: Comfort with ambiguity and a genuine enthusiasm for building from scratch. You're energised by the opportunity to be the first, not intimidated by it — and you know how to create structure, process, and creative quality without a playbook.\n\n - Presentation Design Chops: Proven ability to design polished, story-driven presentations for GTM and executive audiences, with strong proficiency in Google Slides and Keynote.\n\n - Strong Execution Skills: Demonstrate high craftsmanship in building brands and design solutions. Bring creative thinking to varied communication and marketing efforts. Detail-oriented from concept through execution.\n\n - Great Collaboration: Strong ability to craft a clear narrative and paint a vision that communicates and aligns teams — including teammates who are many time zones away. Skilled at working closely with cross-functional and globally distributed partners to translate complex challenges into impactful design solutions.\n\n - Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts, and decisions to various stakeholders across regions and time zones.\n\n - Builder Mindset: Self-starter and strategic thinker. Align design decisions with business goals, ensuring every visual element supports growth and clearly communicates the company's mission.\n\n - Creative Proficiency: Well-versed in using a broad spectrum of design tools — from Keynote and Google Slides for presentation design to the full Adobe Suite and Figma for design, video, photography, illustration, typography, data visualisation, and motion graphics.\n\n - Adaptability and Resilience: Ability to adapt quickly and perform well in a fast-paced, ambiguous environment, handle multiple tasks, and work effectively across time zones and with limited resources.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£135K – £165K • Offers Equity","scrapeableCompensationSalarySummary":"£135K - £165K","compensationTiers":[{"id":"9936563f-f080-453c-8390-096d3bbe1ca2","tierSummary":"£135K – £165K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"499a1ecb-3025-485b-910e-f77de7ffc14c","summary":"£135K – £165K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":165000},{"id":"787aef21-20cc-4cfd-816e-89e7d0215eff","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":135000,"maxValue":165000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"000618f7-e0d0-43dc-ae15-2b20d948852f","title":"Software Engineer, Agent - Insurance","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-02T23:23:22.452+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/000618f7-e0d0-43dc-ae15-2b20d948852f","applyUrl":"https://jobs.ashbyhq.com/sierra/000618f7-e0d0-43dc-ae15-2b20d948852f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span insurers that provide protection for life’s most challenging moments, systemically important banks, neobanks committed to building more delightful banking software, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our Financial Services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle—the hours after a family discovers their home has been damaged by a wildfire and begins filing a claim; the difficult conversation following the loss of a loved one as beneficiaries navigate a life insurance claim; the frustration of dropping a phone, shattering the screen, and trying to quickly understand coverage and arrange for a repair or replacement.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Design and build AI agents for large insurance companies that consistently outperform human agents in filing claims quickly and consistently.
Develop and refine AI agents capable of navigating complex customer interactions, like generating a quote for insuring a modified 1960s Corvette.
Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog!
Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development
Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers
Experience building and scaling end-to-end production systems.
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
Comfort working directly with customers to understand their needs and solve real-world problems.
Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
Genuine interest in Financial Services and improving the end customer experience. Experience in insurance technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (coverage advice, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span insurers that provide protection for life’s most challenging moments, systemically important banks, neobanks committed to building more delightful banking software, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our Financial Services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle—the hours after a family discovers their home has been damaged by a wildfire and begins filing a claim; the difficult conversation following the loss of a loved one as beneficiaries navigate a life insurance claim; the frustration of dropping a phone, shattering the screen, and trying to quickly understand coverage and arrange for a repair or replacement.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Design and build AI agents for large insurance companies that consistently outperform human agents in filing claims quickly and consistently.\n\n - Develop and refine AI agents capable of navigating complex customer interactions, like generating a quote for insuring a modified 1960s Corvette.\n\n - Create generalizable AI agent frameworks tailored for industry-specific use cases. See some examples in our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services!\n\n - Facilitate design partnerships for new product initiatives, such as new agent architectures, self-service capabilities, and generative agent development\n\n - Experiment with the latest voice models and figure out how to integrate them at scale to enterprise-grade customers\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems.\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.\n\n - A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.\n\n - Comfort working directly with customers to understand their needs and solve real-world problems.\n\n - Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in insurance technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (coverage advice, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1ad1c878-14c5-4d98-bc17-bd19ee0910e0","title":"Payroll Lead","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-01T20:38:41.526+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1ad1c878-14c5-4d98-bc17-bd19ee0910e0","applyUrl":"https://jobs.ashbyhq.com/sierra/1ad1c878-14c5-4d98-bc17-bd19ee0910e0/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
At Sierra AI, we’re building a fast-scaling company where clarity, excellence, and a world-class employee experience matter deeply. As our Payroll Manager, you will own and evolve Sierra’s global payroll operations, ensuring accuracy, compliance, and an exceptional experience for employees across multiple regions. You’ll design scalable systems, partner closely with Finance and People teams, and help build the foundation that supports Sierra’s growth.
Manage end-to-end global payroll operations across the U.S. and international regions, ensuring timely, accurate, and compliant payroll processing.
Build scalable payroll systems and workflows, partnering with Finance, People Ops, and Legal to automate processes, maintain data integrity, and support company growth.
Ensure full payroll compliance with federal, state, and international regulations, including tax filings, statutory requirements, audits, and year-end reporting.
Serve as a trusted advisor to employees and leaders, providing clear guidance on payroll, taxes, and equity, while managing third-party vendors for quality and accuracy.
Analyze payroll data and maintain documentation, using insights to forecast costs, drive process improvements, and support global expansion and workforce planning.
10+ years of payroll experience, ideally within high-growth, global technology companies.
Strong understanding of U.S. multi-state payroll, as well as experience supporting international payroll (EMEA and/or APAC preferred).
Expertise in payroll compliance, tax regulations, and year-end filings (W-2s, 1099s, bonuses, equity withholding, etc.).
Experience working with payroll and HR systems such as ADP, Gusto, Rippling, Workday, Deel, or similar.
Excellent analytical skills with a high level of accuracy, attention to detail, and strong documentation habits.
Clear communicator with the ability to partner effectively with executives, Finance, Legal, and employees at all levels.
A proactive, systems-minded approach excited to build and improve processes in a fast-paced, scaling environment.
Experience supporting global expansion and new entity setup.
Familiarity with equity compensation, including tax and withholding implications.
CPP (Certified Payroll Professional) or similar certification.
Experience designing or managing scalable payroll audits and controls.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAt Sierra AI, we’re building a fast-scaling company where clarity, excellence, and a world-class employee experience matter deeply. As our Payroll Manager, you will own and evolve Sierra’s global payroll operations, ensuring accuracy, compliance, and an exceptional experience for employees across multiple regions. You’ll design scalable systems, partner closely with Finance and People teams, and help build the foundation that supports Sierra’s growth.\n\n - Manage end-to-end global payroll operations across the U.S. and international regions, ensuring timely, accurate, and compliant payroll processing.\n\n - Build scalable payroll systems and workflows, partnering with Finance, People Ops, and Legal to automate processes, maintain data integrity, and support company growth.\n\n - Ensure full payroll compliance with federal, state, and international regulations, including tax filings, statutory requirements, audits, and year-end reporting.\n\n - Serve as a trusted advisor to employees and leaders, providing clear guidance on payroll, taxes, and equity, while managing third-party vendors for quality and accuracy.\n\n - Analyze payroll data and maintain documentation, using insights to forecast costs, drive process improvements, and support global expansion and workforce planning.\n\n\nWHAT YOU’LL BRING\n\n - 10+ years of payroll experience, ideally within high-growth, global technology companies.\n\n - Strong understanding of U.S. multi-state payroll, as well as experience supporting international payroll (EMEA and/or APAC preferred).\n\n - Expertise in payroll compliance, tax regulations, and year-end filings (W-2s, 1099s, bonuses, equity withholding, etc.).\n\n - Experience working with payroll and HR systems such as ADP, Gusto, Rippling, Workday, Deel, or similar.\n\n - Excellent analytical skills with a high level of accuracy, attention to detail, and strong documentation habits.\n\n - Clear communicator with the ability to partner effectively with executives, Finance, Legal, and employees at all levels.\n\n - A proactive, systems-minded approach excited to build and improve processes in a fast-paced, scaling environment.\n\n\nEVEN BETTER…\n\n - Experience supporting global expansion and new entity setup.\n\n - Familiarity with equity compensation, including tax and withholding implications.\n\n - CPP (Certified Payroll Professional) or similar certification.\n\n - Experience designing or managing scalable payroll audits and controls.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$190K – $225K • Offers Equity","scrapeableCompensationSalarySummary":"$190K - $225K","compensationTiers":[{"id":"3b778521-02a3-4a00-8fd5-6e2c83625850","tierSummary":"$190K – $225K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"63cb014a-4573-412b-8f68-1f3a22aa63fa","summary":"$190K – $225K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":190000,"maxValue":225000},{"id":"99ef26f6-b3e7-4d1f-bc79-c515a517e0cf","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":190000,"maxValue":225000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"881a233e-f80f-4a45-a40a-b9a0d6d4aa32","title":"Office Manager ","department":"Operations","team":"Workplace","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-07-02T18:33:51.997+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/881a233e-f80f-4a45-a40a-b9a0d6d4aa32","applyUrl":"https://jobs.ashbyhq.com/sierra/881a233e-f80f-4a45-a40a-b9a0d6d4aa32/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Greet visitors and oversee the day-to-day functioning of the office.
Ensure the office environment is welcoming, clean, and organized by managing office supplies, equipment, and kitchen inventory.
Coordinate with building management for office maintenance and repairs.
Help the admin team organize company happy hours, in-office trainings, team lunches and celebratory events.
Hand out and track company merch for new hires. Send merch packages/gifts when necessary (new baby, partnership, thank you, etc.), executing new inventory orders when necessary.
Address any office-related issues promptly and effectively, fostering a positive work environment.
Partner with facilities and real estate team on office improvements.
Maintain a high level of confidentiality and discretion with all materials and information.
2+ years of Office Management or similar experience.
Strong interpersonal and communication skills and the ability to build relationships with a wide variety of individuals.
A methodical, process-driven mentality that is focused on both accuracy and efficiency. Ability to multitask and meet deadlines with quality products.
Ability to build relationships, partnering effectively with cross-functional teams and external partners.
Excellent time management skills, willingness to quickly shift tasks and priorities, and the ability to anticipate the needs of others before they arise.
Fluent English and Japanese communication skills.
Experience supporting and coordinating office moves, space planning, and layout changes.
Track record of developing workplace programs that enhance employee experience.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Greet visitors and oversee the day-to-day functioning of the office.\n\n - Ensure the office environment is welcoming, clean, and organized by managing office supplies, equipment, and kitchen inventory.\n\n - Coordinate with building management for office maintenance and repairs.\n\n - Help the admin team organize company happy hours, in-office trainings, team lunches and celebratory events.\n\n - Hand out and track company merch for new hires. Send merch packages/gifts when necessary (new baby, partnership, thank you, etc.), executing new inventory orders when necessary.\n\n - Address any office-related issues promptly and effectively, fostering a positive work environment.\n\n - Partner with facilities and real estate team on office improvements.\n\n - Maintain a high level of confidentiality and discretion with all materials and information.\n\n\nWHAT YOU’LL BRING\n\n - 2+ years of Office Management or similar experience.\n\n - Strong interpersonal and communication skills and the ability to build relationships with a wide variety of individuals.\n\n - A methodical, process-driven mentality that is focused on both accuracy and efficiency. Ability to multitask and meet deadlines with quality products.\n\n - Ability to build relationships, partnering effectively with cross-functional teams and external partners.\n\n - Excellent time management skills, willingness to quickly shift tasks and priorities, and the ability to anticipate the needs of others before they arise.\n\n - Fluent English and Japanese communication skills.\n\n\nEVEN BETTER...\n\n - Experience supporting and coordinating office moves, space planning, and layout changes.\n\n - Track record of developing workplace programs that enhance employee experience.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"a0e7b9fa-d418-4f40-a9c7-0629c3481177","title":"FP&A Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-01T21:50:50.871+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/a0e7b9fa-d418-4f40-a9c7-0629c3481177","applyUrl":"https://jobs.ashbyhq.com/sierra/a0e7b9fa-d418-4f40-a9c7-0629c3481177/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
What you’ll do
As our FP&A Lead, you'll drive the processes and frameworks that connect our financial plan to company strategy, partnering cross-functionally to drive clarity on performance, resource allocation, and long-range trajectory. This is a high-ownership IC role for a builder who is energized by ambiguity and wants their fingerprints on how a Series E AI company understands its own business.
Planning and Forecasting: Develop and drive our corporate financial planning processes end-to-end, including long range planning, annual planning, and rolling forecasts.
Performance Reporting and Insights: Own the monthly and quarterly close cycle from an FP&A perspective, including budget vs. actuals, variance commentary, management reporting packages, and board and investor reporting materials. Define and track the KPIs that reflect business health, surfacing risks and opportunities proactively. Drive progress toward always-on reporting.
Systems and Infrastructure: Drive and evolve our FP&A toolset, including modern planning software, BI integrations, and the underlying data model that supports scalable reporting. Build and document repeatable processes, templates, and operating cadences that will scale as we grow.
Cross Functional Partnership: Drive cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization. Partner with Accounting to ensure the integrity of actuals flowing into FP&A models.
Insights: Deliver actionable performance insights by identifying key business drivers, opportunities, and risks, and translating them into recommendations that improve efficiency, productivity, and execution.
8+ years of total experience, including meaningful time in corporate FP&A at a high-growth technology company, and exposure to either investment banking, private equity, venture capital, or a finance rotation at a top-tier firm.
Direct experience owning or supporting annual planning, long range planning, budget vs. actuals, and monthly financial reviews in both a startup and larger environment where you have seen Corporate FP&A processes at scale.
Experience implementing and managing modern FP&A planning tools, including configuration and model design, not just end-user experience.
Exceptional financial modeling skills, including integrated 3-statement models, headcount models, and scenario frameworks built from scratch in spreadsheet environments (Google Sheets preferred).
Strong executive communication and stakeholder management skills, with a track record of influencing decisions and building alignment across cross-functional stakeholders.
A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.
Degree in finance, economics, accounting, STEM, or equivalent professional experience.
Accounting background or CPA, particularly if you have experience partnering closely with a Controller on close processes, revenue recognition, or audit prep.
Fluency in SaaS and ARR-based business models: (e.g., able to build a bottoms-up ARR bridge, decompose NRR into its drivers, and explain unit economics).
Proficiency in BI and data tools such as Hex, Tableau, Looker, and SQL, with the ability to pull and validate data independently.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nWhat you’ll do\n\nAs our FP&A Lead, you'll drive the processes and frameworks that connect our financial plan to company strategy, partnering cross-functionally to drive clarity on performance, resource allocation, and long-range trajectory. This is a high-ownership IC role for a builder who is energized by ambiguity and wants their fingerprints on how a Series E AI company understands its own business.\n\n - Planning and Forecasting: Develop and drive our corporate financial planning processes end-to-end, including long range planning, annual planning, and rolling forecasts.\n\n - Performance Reporting and Insights: Own the monthly and quarterly close cycle from an FP&A perspective, including budget vs. actuals, variance commentary, management reporting packages, and board and investor reporting materials. Define and track the KPIs that reflect business health, surfacing risks and opportunities proactively. Drive progress toward always-on reporting.\n\n - Systems and Infrastructure: Drive and evolve our FP&A toolset, including modern planning software, BI integrations, and the underlying data model that supports scalable reporting. Build and document repeatable processes, templates, and operating cadences that will scale as we grow.\n\n - Cross Functional Partnership: Drive cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization. Partner with Accounting to ensure the integrity of actuals flowing into FP&A models.\n\n - Insights: Deliver actionable performance insights by identifying key business drivers, opportunities, and risks, and translating them into recommendations that improve efficiency, productivity, and execution.\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of total experience, including meaningful time in corporate FP&A at a high-growth technology company, and exposure to either investment banking, private equity, venture capital, or a finance rotation at a top-tier firm.\n\n - Direct experience owning or supporting annual planning, long range planning, budget vs. actuals, and monthly financial reviews in both a startup and larger environment where you have seen Corporate FP&A processes at scale.\n\n - Experience implementing and managing modern FP&A planning tools, including configuration and model design, not just end-user experience.\n\n - Exceptional financial modeling skills, including integrated 3-statement models, headcount models, and scenario frameworks built from scratch in spreadsheet environments (Google Sheets preferred).\n\n - Strong executive communication and stakeholder management skills, with a track record of influencing decisions and building alignment across cross-functional stakeholders.\n\n - A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.\n\n - Degree in finance, economics, accounting, STEM, or equivalent professional experience.\n\n\nEVEN BETTER…\n\n - Accounting background or CPA, particularly if you have experience partnering closely with a Controller on close processes, revenue recognition, or audit prep.\n\n - Fluency in SaaS and ARR-based business models: (e.g., able to build a bottoms-up ARR bridge, decompose NRR into its drivers, and explain unit economics).\n\n - Proficiency in BI and data tools such as Hex, Tableau, Looker, and SQL, with the ability to pull and validate data independently.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $250K","compensationTiers":[{"id":"97d4ade8-f44f-4220-b2ce-76a9f58a866b","tierSummary":"$200K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"da524cbd-9755-4bb8-8b6b-7ecaca36ea6a","summary":"$200K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":250000},{"id":"fde1ec26-8cd2-4aa9-865d-f5a71bfd5c78","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"c94ac723-75ca-49c9-9b1e-af590be4cd65","title":"Accounting Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-06T23:03:38.480+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c94ac723-75ca-49c9-9b1e-af590be4cd65","applyUrl":"https://jobs.ashbyhq.com/sierra/c94ac723-75ca-49c9-9b1e-af590be4cd65/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Manage end-to-end accounting close
Accountable for ensuring timely close across all global entities
Own balance sheet reconciliations
Review accuracy and completely of expenses including developing robust accrual process
Prepare period-over-period analysis
Assist with order to cash process
Ensure timely processing of customer invoices
Develop systematic approach to AR collections
Review customer contracts and consumption reports to ensure accurate revenue recognition recorded accordingly to ASC606
Lead preparation of audit preparedness
Coordinate with external auditors for timely submission of all required requests (Global Audit and local Statutory Audits)
Proactive involvement in Finance Transformation initiatives to leverage AI and tooling to scale
Enhance or upgrade our our tech stack to enable the latest in AI technology
Challenge our processes and develop AI first approachWhat you’ll bring
6+ years with a mix of public (highly regulated) and private (hyper growth)
Proficient in US GAAP (revenue recognition, lease accounting, stock based compensation, etc)
Ability to identify areas for improvement and build solutions using AI
Desire to drive operational efficiency to scale the accounting function
A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.
Previous IPO experience with enterprise B2B software company
CPA license and/or Big 4 experience
Proficiency with our modern office of the CFO tech stack
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nManage end-to-end accounting close\n\n - Accountable for ensuring timely close across all global entities\n\n - Own balance sheet reconciliations\n\n - Review accuracy and completely of expenses including developing robust accrual process\n\n - Prepare period-over-period analysis\n\nAssist with order to cash process\n\n - Ensure timely processing of customer invoices\n\n - Develop systematic approach to AR collections\n\n - Review customer contracts and consumption reports to ensure accurate revenue recognition recorded accordingly to ASC606\n\nLead preparation of audit preparedness\n\n - Coordinate with external auditors for timely submission of all required requests (Global Audit and local Statutory Audits)\n\nProactive involvement in Finance Transformation initiatives to leverage AI and tooling to scale\n\n - Enhance or upgrade our our tech stack to enable the latest in AI technology\n\n - Challenge our processes and develop AI first approachWhat you’ll bring\n\n\n\n\nWHAT YOU'LL BRING\n\n - 6+ years with a mix of public (highly regulated) and private (hyper growth)\n\n - Proficient in US GAAP (revenue recognition, lease accounting, stock based compensation, etc)\n\n - Ability to identify areas for improvement and build solutions using AI\n\n - Desire to drive operational efficiency to scale the accounting function\n\n - A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.\n\n\nEVEN BETTER…\n\n - Previous IPO experience with enterprise B2B software company\n\n - CPA license and/or Big 4 experience\n\n - Proficiency with our modern office of the CFO tech stack\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $210K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $210K","compensationTiers":[{"id":"b5d5cf5b-bb8c-47e8-aebd-ca35fe20eeca","tierSummary":"$180K – $210K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"63255adc-a6d0-4c4a-b6f0-d5ede578d85d","summary":"$180K – $210K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":210000},{"id":"d3825955-0cf6-40b6-a838-ed0d182367ee","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":210000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"4385bb12-b355-4697-b839-ecfec1233f1e","title":"Accounts Payable Analyst","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-06T23:04:37.092+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4385bb12-b355-4697-b839-ecfec1233f1e","applyUrl":"https://jobs.ashbyhq.com/sierra/4385bb12-b355-4697-b839-ecfec1233f1e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build with AI mentality
Timely process all vendor bills across all global entities using Ramp
Develop processes to onboard vendors including bank verification
Respond to vendor inquiries timely
Align with procurement and FP&A teams as needed
Review expense reports and ensure proper adherence to company policies
Account for and perform reconciliation for all corporate card charges
Liaise with employees for missing receipts and memos
Identify areas for efficiencies
Assist with T&E-related inquiries using Navan
Prepare 1099s at year end
5+ years of experience in Accounting or Accounts Payable
Proven experience in a global multi-entity multi-currency environment
Relentless attention to detail
Solid understanding of basic accounting principles
A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Build with AI mentality\n\n - Timely process all vendor bills across all global entities using Ramp\n \n - Develop processes to onboard vendors including bank verification\n \n - Respond to vendor inquiries timely\n \n - Align with procurement and FP&A teams as needed\n\n - Review expense reports and ensure proper adherence to company policies\n\n - Account for and perform reconciliation for all corporate card charges\n \n - Liaise with employees for missing receipts and memos\n \n - Identify areas for efficiencies\n\n - Assist with T&E-related inquiries using Navan\n\n - Prepare 1099s at year end\n\n \n\n\nWHAT YOU’LL BRING\n\n - 5+ years of experience in Accounting or Accounts Payable\n\n - Proven experience in a global multi-entity multi-currency environment\n\n - Relentless attention to detail\n\n - Solid understanding of basic accounting principles\n\n - A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$140K – $180K • Offers Equity","scrapeableCompensationSalarySummary":"$140K - $180K","compensationTiers":[{"id":"23e70646-089d-49e3-9981-b0b776a5e4bc","tierSummary":"$140K – $180K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"9792a87f-f95e-48cd-8a57-fb92c36bc3a6","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"2c58c4b9-5fed-443b-adfa-d57b49493ed0","summary":"$140K – $180K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":140000,"maxValue":180000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":140000,"maxValue":180000}]}},{"id":"4e68c80f-e52e-46fc-bca0-d651a19c0a72","title":"Strategic Finance Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-01T23:34:34.081+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4e68c80f-e52e-46fc-bca0-d651a19c0a72","applyUrl":"https://jobs.ashbyhq.com/sierra/4e68c80f-e52e-46fc-bca0-d651a19c0a72/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As the Strategic Finance Lead, you'll drive key processes that help translate Sierra’s strategy into a financial plan and measure performance against it. Build and maintain forecasts, budgets, and models that help leaders understand where the business is, where it's going, and what tradeoffs they face. This is a high-ownership IC role for a builder who is energized by ambiguity and wants their fingerprints on how a high-growth AI company understands and drives its business.
Planning and Forecasting: Develop and drive key components of our financial planning and forecasting processes (e.g., revenue, cost of sales, GTM, R&D, capex and IDSW). Collaborate closely with Corporate FP&A to ensure revenue and cost forecasts integrate cleanly into the consolidated financial plan, board reporting, and budget vs. actuals (BvA) packages.
Performance Insights and Business Partnership: Support the monthly and quarterly close cycle from an FP&A perspective, including BvA and variance commentary. Develop and track the unit economics framework: LTV, CAC, CAC payback, LTV:CAC, and contribution margin by segment. Deliver actionable insights by connecting revenue, cost, and unit economic trends into a coherent view of business performance.
Data Infrastructure and Process: Build and own the data pipelines and reporting frameworks that underpin revenue and cost analytics, working with the appropriate teams to ensure clean, reliable inputs. Develop repeatable processes, templates, and documentation for all owned workstreams, with a bias toward automation and an AI-native approach to financial operations
Cross Functional Partnership: Drive cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization.
8+ years of total experience, including meaningful time in a Strategic Finance, FP&A, or investment role at a high-growth technology company, and exposure to investment banking, private equity, venture capital, or an equivalent analytical finance environment
Deep fluency in SaaS and ARR-based business models: you can build a bottoms-up ARR bridge, decompose NRR into its drivers, model cohort retention, and explain the unit economics of an enterprise software business.
Direct experience building revenue models and customer analytics datasets in a SaaS or cloud business, including customer-level or segment-level ARR analysis.
Exceptional financial modeling skills, with the ability to build complex, multi-driver models from scratch in Google Sheets, including scenario frameworks, sensitivity analysis, and dynamic forecast structures.
Strong business partnership skills: you can sit in a room with leaders across the business from Engineering to GTM, understand what they are trying to accomplish, and translate it into a financial framework that improves their decision-making.
Proficiency in BI and data tools such as Hex, Omni, Looker, and SQL, with the ability to pull and validate data independently.
A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.
Degree in finance, economics, accounting, STEM, or equivalent professional experience.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs the Strategic Finance Lead, you'll drive key processes that help translate Sierra’s strategy into a financial plan and measure performance against it. Build and maintain forecasts, budgets, and models that help leaders understand where the business is, where it's going, and what tradeoffs they face. This is a high-ownership IC role for a builder who is energized by ambiguity and wants their fingerprints on how a high-growth AI company understands and drives its business.\n\n - Planning and Forecasting: Develop and drive key components of our financial planning and forecasting processes (e.g., revenue, cost of sales, GTM, R&D, capex and IDSW). Collaborate closely with Corporate FP&A to ensure revenue and cost forecasts integrate cleanly into the consolidated financial plan, board reporting, and budget vs. actuals (BvA) packages.\n\n - Performance Insights and Business Partnership: Support the monthly and quarterly close cycle from an FP&A perspective, including BvA and variance commentary. Develop and track the unit economics framework: LTV, CAC, CAC payback, LTV:CAC, and contribution margin by segment. Deliver actionable insights by connecting revenue, cost, and unit economic trends into a coherent view of business performance.\n\n - Data Infrastructure and Process: Build and own the data pipelines and reporting frameworks that underpin revenue and cost analytics, working with the appropriate teams to ensure clean, reliable inputs. Develop repeatable processes, templates, and documentation for all owned workstreams, with a bias toward automation and an AI-native approach to financial operations\n\n - Cross Functional Partnership: Drive cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization.\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of total experience, including meaningful time in a Strategic Finance, FP&A, or investment role at a high-growth technology company, and exposure to investment banking, private equity, venture capital, or an equivalent analytical finance environment\n\n - Deep fluency in SaaS and ARR-based business models: you can build a bottoms-up ARR bridge, decompose NRR into its drivers, model cohort retention, and explain the unit economics of an enterprise software business.\n\n - Direct experience building revenue models and customer analytics datasets in a SaaS or cloud business, including customer-level or segment-level ARR analysis.\n\n - Exceptional financial modeling skills, with the ability to build complex, multi-driver models from scratch in Google Sheets, including scenario frameworks, sensitivity analysis, and dynamic forecast structures.\n\n - Strong business partnership skills: you can sit in a room with leaders across the business from Engineering to GTM, understand what they are trying to accomplish, and translate it into a financial framework that improves their decision-making.\n\n - Proficiency in BI and data tools such as Hex, Omni, Looker, and SQL, with the ability to pull and validate data independently.\n\n - A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.\n\n\nEVEN BETTER…\n\n - Degree in finance, economics, accounting, STEM, or equivalent professional experience.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $250K","compensationTiers":[{"id":"d6ab684b-21ca-4a91-b84d-4e66c53f959e","tierSummary":"$200K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"62abf1ea-c8c1-4787-9d3c-028f0f12dca6","summary":"$200K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":250000},{"id":"63564a36-35de-425b-94e6-55d3addd73e6","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"b61f6eb8-2485-4ba8-b569-fa26eba5a6e8","title":"Commercial Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"New York, NY","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-02T00:49:40.585+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b61f6eb8-2485-4ba8-b569-fa26eba5a6e8","applyUrl":"https://jobs.ashbyhq.com/sierra/b61f6eb8-2485-4ba8-b569-fa26eba5a6e8/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We’re hiring a Commercial Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in commercial contracts, but also someone who is also eager to broaden their scope across IP, regulatory, and product. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.
Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreement, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.
Operational Excellence: Help build out our commercial function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.
Expertise: Deep knowledge of practice areas that underpin the commercial practice, including contract law, IP and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual issues and be comfortable doing so.
Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.
Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.
Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.
Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.
2-6 years of legal experience, with a combination of both large law firm and in-house experience at a tech company.
A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.
Strong communication skills (verbal and written) and the ability to partner with both legal and non-legal stakeholders.
A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.
Experience of privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.
A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.
Law firm experience at a top-tier, internationally recognized law firm.
Experience working at a high-growth startup and operating with a sense of ownership.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nWe’re hiring a Commercial Counsel to be a core member of Sierra’s legal team. We are looking for someone who has deep expertise in commercial contracts, but also someone who is also eager to broaden their scope across IP, regulatory, and product. You will thrive in dynamic environments, enjoy tackling challenges beyond your comfort zone, and be excited to contribute across the business. In return, we’ll provide the support and opportunities you need to grow and excel as a lawyer. You’ll be part of a legal team that is highly respected within both the company and the broader legal industry—committed to excellence, collaboration, and making a meaningful impact.\n\n - Commercial Contracting: Structure, negotiate and advise on all commercial contracts, including SaaS subscription agreements, technology licenses, professional services agreements, channel partner agreement, vendor agreements and NDAs. Commercial privacy and security contracting experience (e.g., DPAs, BAAs, security agreements) is a plus.\n\n - Operational Excellence: Help build out our commercial function to be best in class. We aim to be the fastest and strongest, where the legal team is the differentiator in the contract lifecycle. You will be developing templates, playbooks, and workflows to drive efficiency and scalability.\n\n - Expertise: Deep knowledge of practice areas that underpin the commercial practice, including contract law, IP and privacy. You will also want to work in AI and understand the nuances of law as it relates to AI, including the evolving regulatory frameworks. You will be expected to advise broadly on all contractual issues and be comfortable doing so.\n\n - Teamwork: A team player first and foremost. Sierra is a unique place to work, with a strong sense of togetherness, and the legal team is no exception. You will look out for your colleagues, be accustomed to sharing and helping the team succeed.\n\n - Judgement: Understand risk in the context of a hyperscaling business, have sound judgement and be strategic in your decision making. You will not be afraid to make judgement calls, and you will be empowered to do so.\n\n - Approach: A strong work ethic with an eye for detail. You will strive for perfection, and expect that of others.\n\n - Collaborate: Collaborate cross-functionally with Sales, Operations, and Agent Development teams to support revenue growth and strategic business initiatives.\n\n\nWHAT YOU’LL BRING\n\n - 2-6 years of legal experience, with a combination of both large law firm and in-house experience at a tech company.\n\n - A strong background in negotiating and managing complex commercial contracts, preferably in SaaS, AI, or enterprise software.\n\n - Strong communication skills (verbal and written) and the ability to partner with both legal and non-legal stakeholders.\n\n - A proactive mindset and the ability to navigate ambiguity in a fast-paced, dynamic startup environment.\n\n\nEVEN BETTER…\n\n - Experience of privacy/regulatory frameworks and can advise on data processing agreements and security-related contract provisions.\n\n - A passion for AI, with a deep understanding of AI products, LLMs and the related legal issues.\n\n - Law firm experience at a top-tier, internationally recognized law firm.\n\n - Experience working at a high-growth startup and operating with a sense of ownership.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$220K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$220K - $250K","compensationTiers":[{"id":"79e33629-9f6b-4581-ad8f-1457db91d416","tierSummary":"$220K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7e219487-d443-40e2-a90d-bd0822298dbc","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"0af5658f-2c40-4304-8076-4ddbefb7affc","summary":"$220K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":220000,"maxValue":250000}]}},{"id":"f5dc49c7-39d0-4957-9df7-b4efa54aff69","title":"Enterprise Account Executive, Benelux","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-06T10:45:29.273+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f5dc49c7-39d0-4957-9df7-b4efa54aff69","applyUrl":"https://jobs.ashbyhq.com/sierra/f5dc49c7-39d0-4957-9df7-b4efa54aff69/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in French, Dutch, and English.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - 10+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Strong communication skills: Exceptional verbal and written communication abilities. Professional fluency in French, Dutch, and English.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex deals.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"€210K – €295K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"€210K - €295K","compensationTiers":[{"id":"14436bba-32ab-497a-9743-e1b2083523bd","tierSummary":"€210K – €295K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"b231973b-9c4d-4acb-8137-2547b9a35200","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f0f765e5-0fdc-41c7-95b7-560155b898e0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"id":"10b7cc63-581e-42ed-99aa-53828f775750","summary":"€210K – €295K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":295000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"EUR","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"EUR","minValue":210000,"maxValue":295000}]}},{"id":"74f6ab38-3588-4486-b837-05ea432eac0e","title":"Brand Visual Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-08T19:42:13.804+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/74f6ab38-3588-4486-b837-05ea432eac0e","applyUrl":"https://jobs.ashbyhq.com/sierra/74f6ab38-3588-4486-b837-05ea432eac0e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're looking for a mid-Senior level Brand Designer based in Singapore — and Sierra's first brand design hire in APAC. Reporting to the Head of Brand Design, you'll be part of the central brand design team, collaboratively defining the Sierra brand while serving as the creative anchor for the region. You'll partner closely with regional Marketing leads and the Go-To-Market team to localize sales presentations, campaigns, support events, and produce work that feels globally consistent and locally resonant. This is a hands-on role with real strategic weight — perfect for someone with solid design fundamentals and the entrepreneurial drive to build something from the ground up.
Establish Sierra's brand presence in APAC — serving as the region's first dedicated brand designer and laying the groundwork for how Sierra shows up across markets in Southeast Asia and beyond.
Localize global campaigns and content for APAC markets, ensuring cultural relevance, linguistic accuracy, and regional nuance across all brand touchpoints. Work closely with the localization team to translate presentation and campaign content when needed.
Design and produce presentations that support the Go-To-Market team, translating complex ideas into clear, compelling visual narratives for both internal alignment and external audiences.
Support regional marketing events — from concept through execution — including event collateral, signage, environmental design, and other physical brand touchpoints across APAC.
Partner closely with regional Marketing leads to understand local market needs and translate them into on-brand, high-impact design solutions.
Operate as a core member of the US brand design team, collaborating across time zones to maintain a unified creative vision while advocating for regional relevance and market-specific needs.
Build and maintain the brand systems that power everything we ship — templates, guidelines, libraries, and tools that help teams move fast and stay on-brand.
Collaborate closely and clearly articulate design decisions to a vast set of partners including external partners, multidisciplinary creatives, and internal partners across marketing, engineering, and product.
Deliver and solicit feedback to continually elevate the Sierra brand and raise the quality and craftsmanship of our output, maintaining brand guidelines and strong attention to detail.
Note: We're seeking candidates with deep knowledge and significant experience in these areas, coupled with a willingness to learn and expand expertise in others.
Proven Experience: 8+ years of experience driving brand development and creative design for global B2B, B2C, SaaS, and AI-driven products. Portfolio demonstrating the ability to implement a combination of strategic, conceptual, and design skills — crafting original, persuasive, and visually compelling work, including for APAC and multicultural audiences.
Regional Expertise: Demonstrated experience localizing campaigns and content for APAC markets, with a strong understanding of cultural nuances, regional trends, and how global brands translate locally — particularly in Singapore and the broader Southeast Asian market.
Pioneer Mentality: Comfort with ambiguity and a genuine enthusiasm for building from scratch. You're energized by the opportunity to be the first, not intimidated by it — and you know how to create structure, process, and creative quality without a playbook.
Presentation Design Chops: Proven ability to design polished, story-driven presentations for GTM and executive audiences, with strong proficiency in Google Slides and Keynote.
Strong Execution Skills: Demonstrate high craftsmanship in building brands and design solutions. Bring creative thinking to varied communication and marketing efforts. Detail-oriented from concept through execution.
Great Collaboration: Strong ability to craft a clear narrative and paint a vision that communicates and aligns teams — including teammates who are many time zones away. Skilled at working closely with cross-functional and globally distributed partners to translate complex challenges into impactful design solutions.
Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts, and decisions to various stakeholders across regions and time zones.
Builder Mindset: Self-starter and strategic thinker. Align design decisions with business goals, ensuring every visual element supports growth and clearly communicates the company's mission.
Creative Proficiency: Well-versed in using a broad spectrum of design tools — from Keynote and Google Slides for presentation design to the full Adobe Suite and Figma for design, video, photography, illustration, typography, data visualization, and motion graphics.
Adaptability and Resilience: Ability to adapt quickly and perform well in a fast-paced, ambiguous environment, handle multiple tasks, and work effectively across time zones and with limited resources.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\nWe're looking for a mid-Senior level Brand Designer based in Singapore — and Sierra's first brand design hire in APAC. Reporting to the Head of Brand Design, you'll be part of the central brand design team, collaboratively defining the Sierra brand while serving as the creative anchor for the region. You'll partner closely with regional Marketing leads and the Go-To-Market team to localize sales presentations, campaigns, support events, and produce work that feels globally consistent and locally resonant. This is a hands-on role with real strategic weight — perfect for someone with solid design fundamentals and the entrepreneurial drive to build something from the ground up.\n\n\n\n\nWHAT YOU'LL DO\n\n - Establish Sierra's brand presence in APAC — serving as the region's first dedicated brand designer and laying the groundwork for how Sierra shows up across markets in Southeast Asia and beyond.\n\n - Localize global campaigns and content for APAC markets, ensuring cultural relevance, linguistic accuracy, and regional nuance across all brand touchpoints. Work closely with the localization team to translate presentation and campaign content when needed.\n\n - Design and produce presentations that support the Go-To-Market team, translating complex ideas into clear, compelling visual narratives for both internal alignment and external audiences.\n\n - Support regional marketing events — from concept through execution — including event collateral, signage, environmental design, and other physical brand touchpoints across APAC.\n\n - Partner closely with regional Marketing leads to understand local market needs and translate them into on-brand, high-impact design solutions.\n\n - Operate as a core member of the US brand design team, collaborating across time zones to maintain a unified creative vision while advocating for regional relevance and market-specific needs.\n\n - Build and maintain the brand systems that power everything we ship — templates, guidelines, libraries, and tools that help teams move fast and stay on-brand.\n\n - Collaborate closely and clearly articulate design decisions to a vast set of partners including external partners, multidisciplinary creatives, and internal partners across marketing, engineering, and product.\n\n - Deliver and solicit feedback to continually elevate the Sierra brand and raise the quality and craftsmanship of our output, maintaining brand guidelines and strong attention to detail.\n\n - Note: We're seeking candidates with deep knowledge and significant experience in these areas, coupled with a willingness to learn and expand expertise in others.\n\n\n\n\nWHAT YOU’LL BRING\n\n - Proven Experience: 8+ years of experience driving brand development and creative design for global B2B, B2C, SaaS, and AI-driven products. Portfolio demonstrating the ability to implement a combination of strategic, conceptual, and design skills — crafting original, persuasive, and visually compelling work, including for APAC and multicultural audiences.\n\n - Regional Expertise: Demonstrated experience localizing campaigns and content for APAC markets, with a strong understanding of cultural nuances, regional trends, and how global brands translate locally — particularly in Singapore and the broader Southeast Asian market.\n\n - Pioneer Mentality: Comfort with ambiguity and a genuine enthusiasm for building from scratch. You're energized by the opportunity to be the first, not intimidated by it — and you know how to create structure, process, and creative quality without a playbook.\n\n - Presentation Design Chops: Proven ability to design polished, story-driven presentations for GTM and executive audiences, with strong proficiency in Google Slides and Keynote.\n\n - Strong Execution Skills: Demonstrate high craftsmanship in building brands and design solutions. Bring creative thinking to varied communication and marketing efforts. Detail-oriented from concept through execution.\n\n - Great Collaboration: Strong ability to craft a clear narrative and paint a vision that communicates and aligns teams — including teammates who are many time zones away. Skilled at working closely with cross-functional and globally distributed partners to translate complex challenges into impactful design solutions.\n\n - Excellent Communication: Strong verbal and written communication skills, with the ability to articulate problems, design concepts, and decisions to various stakeholders across regions and time zones.\n\n - Builder Mindset: Self-starter and strategic thinker. Align design decisions with business goals, ensuring every visual element supports growth and clearly communicates the company's mission.\n\n - Creative Proficiency: Well-versed in using a broad spectrum of design tools — from Keynote and Google Slides for presentation design to the full Adobe Suite and Figma for design, video, photography, illustration, typography, data visualization, and motion graphics.\n\n - Adaptability and Resilience: Ability to adapt quickly and perform well in a fast-paced, ambiguous environment, handle multiple tasks, and work effectively across time zones and with limited resources.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 210K – SGD 250K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 210K - SGD 250K","compensationTiers":[{"id":"e77d6b1d-4235-4dee-b012-e48fa678a853","tierSummary":"SGD 210K – SGD 250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7a2313c7-685c-4069-9517-503f03c4523a","summary":"SGD 210K – SGD 250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":210000,"maxValue":250000},{"id":"2b3bcd01-5653-482c-a9c5-586616b6ef6a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":210000,"maxValue":250000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"c52fdab2-68f2-407c-8e7a-778e77213511","title":"Enterprise Sales Director - Majors, Financial Services","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-11T01:59:24.331+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c52fdab2-68f2-407c-8e7a-778e77213511","applyUrl":"https://jobs.ashbyhq.com/sierra/c52fdab2-68f2-407c-8e7a-778e77213511/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $325K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $325K","compensationTiers":[{"id":"1cf7e404-8cf3-4aad-a6bf-47d2876438f1","tierSummary":"$260K – $325K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"e7b7e791-7f45-4e96-a786-df1213f808f9","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"41926062-e47c-4dc8-8a87-5d14035506cd","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"6945211c-d545-46f0-9a9c-e71c5ae39de4","summary":"$260K – $325K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}},{"id":"b5ade182-e434-4f3d-9ce2-d14359036864","title":"Enterprise Sales Director - Majors, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-10T22:28:30.422+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b5ade182-e434-4f3d-9ce2-d14359036864","applyUrl":"https://jobs.ashbyhq.com/sierra/b5ade182-e434-4f3d-9ce2-d14359036864/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $325K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $325K","compensationTiers":[{"id":"4dfe16ce-1150-41e4-989b-001fd466f7e2","tierSummary":"$260K – $325K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"8756d054-42e1-4d0a-b114-d14f784e413b","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"8aed298d-c6e4-4aa0-b925-b61c5acf48cb","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"59b382ed-0a99-4b87-8ea1-5f19a6e5c5a5","summary":"$260K – $325K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}},{"id":"63d41476-9621-4566-a6fa-8fde0d643836","title":"Enterprise Sales Director - Majors, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-10T22:39:00.975+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/63d41476-9621-4566-a6fa-8fde0d643836","applyUrl":"https://jobs.ashbyhq.com/sierra/63d41476-9621-4566-a6fa-8fde0d643836/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $325K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $325K","compensationTiers":[{"id":"0fee35fd-68d8-488c-9884-9ec36b713ed4","tierSummary":"$260K – $325K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"51e09cc7-ad51-4518-9826-28c55a396ab1","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"199a6dad-4c6a-42cf-96d3-19199bda2e9d","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"06270be4-dda9-4cc3-92ea-ef7d8403e799","summary":"$260K – $325K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":325000}]}},{"id":"7ffb9df7-d413-45b1-91a4-27702f26ef6d","title":"Enterprise Sales Leader, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-10T22:41:04.249+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7ffb9df7-d413-45b1-91a4-27702f26ef6d","applyUrl":"https://jobs.ashbyhq.com/sierra/7ffb9df7-d413-45b1-91a4-27702f26ef6d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.
Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.
10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.
People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
Enterprise experience: You've run and managed end-to-end complex deals ($1M+).
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.\n\n - Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.\n\n - Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.\n\n\nWHAT YOU'LL BRING\n\n - 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.\n\n - People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.\n\n - Enterprise experience: You've run and managed end-to-end complex deals ($1M+).\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$450K – $470K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$450K - $470K","compensationTiers":[{"id":"a78bfb6d-f5b8-4d0d-adc2-a5c4dc01256d","tierSummary":"$450K – $470K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"8ee88b8d-0bbe-4400-9a22-f74e77e72162","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"3e3d2340-6e74-4a0c-a51c-8e5c4d36f2fd","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"90713464-629d-4798-afd3-b13b1d303518","summary":"$450K – $470K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}},{"id":"675b6dab-6f04-4d9e-a6bd-c001f2784c0b","title":"Enterprise Sales Leader, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-10T22:42:48.722+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/675b6dab-6f04-4d9e-a6bd-c001f2784c0b","applyUrl":"https://jobs.ashbyhq.com/sierra/675b6dab-6f04-4d9e-a6bd-c001f2784c0b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.
Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.
10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.
People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
Enterprise experience: You've run and managed end-to-end complex deals ($1M+).
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.\n\n - Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.\n\n - Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.\n\n\nWHAT YOU'LL BRING\n\n - 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.\n\n - People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.\n\n - Enterprise experience: You've run and managed end-to-end complex deals ($1M+).\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$450K – $470K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$450K - $470K","compensationTiers":[{"id":"ca0d7480-a825-4671-a60a-abe2d12bfa00","tierSummary":"$450K – $470K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"93f7b1a8-6d95-46c3-9e08-7a51ab165bab","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"75699b58-0d74-4754-ad07-d2ff564193d5","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"848607a4-b438-4af8-a54a-e78ce2ae0ad4","summary":"$450K – $470K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000}]}},{"id":"4a878cee-2471-472b-8762-8f9908420ade","title":"Communications, Europe","department":"Marketing & Communications","team":"Communications","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"Madrid","address":{"postalAddress":{"addressCountry":"Spain","addressLocality":"Madrid"}}},{"location":"Paris","address":{"postalAddress":{"addressCountry":"France","addressLocality":"Paris"}}}],"publishedAt":"2026-07-13T17:19:16.156+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4a878cee-2471-472b-8762-8f9908420ade","applyUrl":"https://jobs.ashbyhq.com/sierra/4a878cee-2471-472b-8762-8f9908420ade/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Set the standard for great comms in a hyper growth, founder-led company.
Work cross functionally to raise awareness of Sierra externally.
Maintain overall responsibility for social media, press, public speaking — anything that can organically raise awareness of who we are, and what we do.
Be a key part of the Marcomms team — pitching in as needed.
Entrepreneurial and scrappy — you like to try new things, and you lean into risk.
A problem solver — you roll up your sleeves and solve what’s thrown at you.
Fast and calm — you move quickly and are poised under pressure.
Strong execution — you deliver what you promise, to a high standard.
Creative — you can set the standard for what drives conversation in enterprise PR.
Excellent communicator — you have strong written and verbal communications.
Great team player — you’re low ego and enjoy working with people at every level. You are good at building and maintaining relationships, internally and externally.
Understanding of the press and social media — either from working at a company, in government or as a journalist.
Good judgement and professionalism — you can navigate ambiguity and can be trusted with sensitive or confidential initiatives.
Experience with the press and social media — from business, government or another institution.
Fluent in English — you could be based in Paris or Madrid or London but you must be fluent in spoken and written English.
Proven track record working in a fast paced tech company
Knowledge of different European media markets (UK, France, Spain, Germany)
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Set the standard for great comms in a hyper growth, founder-led company.\n\n - Work cross functionally to raise awareness of Sierra externally. \n\n - Maintain overall responsibility for social media, press, public speaking — anything that can organically raise awareness of who we are, and what we do. \n\n - Be a key part of the Marcomms team — pitching in as needed. \n \n \n\n\nWHAT YOU'LL BRING:\n\n - Entrepreneurial and scrappy — you like to try new things, and you lean into risk.\n\n - A problem solver — you roll up your sleeves and solve what’s thrown at you.\n\n - Fast and calm — you move quickly and are poised under pressure.\n\n - Strong execution — you deliver what you promise, to a high standard.\n\n - Creative — you can set the standard for what drives conversation in enterprise PR.\n\n - Excellent communicator — you have strong written and verbal communications.\n\n - Great team player — you’re low ego and enjoy working with people at every level. You are good at building and maintaining relationships, internally and externally.\n\n - Understanding of the press and social media — either from working at a company, in government or as a journalist.\n\n - Good judgement and professionalism — you can navigate ambiguity and can be trusted with sensitive or confidential initiatives.\n\n - Experience with the press and social media — from business, government or another institution.\n\n - Fluent in English — you could be based in Paris or Madrid or London but you must be fluent in spoken and written English.\n\n\nEVEN BETTER...\n\n - Proven track record working in a fast paced tech company\n\n - Knowledge of different European media markets (UK, France, Spain, Germany)\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"£120K – £160K • Offers Equity","scrapeableCompensationSalarySummary":"£120K - £160K","compensationTiers":[{"id":"0b49c6a2-b773-4aca-8188-f7cfb1ad420c","tierSummary":"£120K – £160K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"00934f9d-55d3-4959-8609-388df14bbb02","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"d443f3eb-b61e-4d87-8cb3-26731f50896f","summary":"£120K – £160K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":120000,"maxValue":160000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"GBP","minValue":120000,"maxValue":160000}]}},{"id":"1781b6b1-0f80-4163-bff1-321317554c22","title":"Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"Sydney","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-07-30T23:13:00.070+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Australia","addressLocality":"Sydney"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1781b6b1-0f80-4163-bff1-321317554c22","applyUrl":"https://jobs.ashbyhq.com/sierra/1781b6b1-0f80-4163-bff1-321317554c22/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Own the full-cycle, end-to-end recruiting process, creating a positive candidate, interviewer, and Hiring Manager experience
Be a strategic partner, working closely with Hiring Managers to develop position profiles, understand overall needs and requirements, as well as the candidate market
Create and execute sourcing strategies across multiple channels for both active and passive candidates for each role
Track and analyze recruiting metrics and report to Hiring Managers and Sierra leadership on a regular cadence
5-8+ years of full-cycle recruiting experience at a high-growth tech company, with early-stage start-up experience preferred
Demonstrated expertise in recruiting, outbound sourcing, and closing candidates across technical and business roles
Ability to build impactful relationships with hiring managers and interview teams
Experience with Ashby ATS
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Own the full-cycle, end-to-end recruiting process, creating a positive candidate, interviewer, and Hiring Manager experience\n\n - Be a strategic partner, working closely with Hiring Managers to develop position profiles, understand overall needs and requirements, as well as the candidate market\n\n - Create and execute sourcing strategies across multiple channels for both active and passive candidates for each role\n\n - Track and analyze recruiting metrics and report to Hiring Managers and Sierra leadership on a regular cadence\n\n\nWHAT YOU'LL BRING\n\n - 5-8+ years of full-cycle recruiting experience at a high-growth tech company, with early-stage start-up experience preferred\n\n - Demonstrated expertise in recruiting, outbound sourcing, and closing candidates across technical and business roles\n\n - Ability to build impactful relationships with hiring managers and interview teams\n\n\nEVEN BETTER...\n\n - Experience with Ashby ATS\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"7a61fa6e-322f-40a5-9df0-a2a7b306ada5","title":"Enterprise Sales Director - Majors, Financial Services","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-16T00:17:05.620+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7a61fa6e-322f-40a5-9df0-a2a7b306ada5","applyUrl":"https://jobs.ashbyhq.com/sierra/7a61fa6e-322f-40a5-9df0-a2a7b306ada5/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"093d1533-dc28-475a-9439-d4d6ae79c9a6","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"20b97b4b-38f7-447a-9d50-ae2ee1b3c830","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"3ec25e8f-a432-4174-85c5-28c027bec263","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"e5a9e097-16a2-4652-8ba3-2f2f63471284","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}},{"id":"282771b4-9d75-4098-a660-beb4337a617c","title":"Enterprise Sales Director - Majors, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-16T00:18:25.974+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/282771b4-9d75-4098-a660-beb4337a617c","applyUrl":"https://jobs.ashbyhq.com/sierra/282771b4-9d75-4098-a660-beb4337a617c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n\n - 8- 10 YEARS OF ENTERPRISE CUSTOMER-FACING SALES EXPERIENCE, IDENTIFYING AND CLOSING LARGE ACCOUNTS.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"82bb5264-9d8f-43cd-b7b1-e799e6851f54","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"b4bcafe9-8296-451a-a9b6-5696988bca25","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"3ed8c10c-70ed-4e88-9533-ddc208a44210","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"ade9f1f6-7ff4-4f03-9d23-1e1d27178c5d","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}},{"id":"82d714bd-4908-4648-b72e-3322ad4211b6","title":"Enterprise Sales Director - Majors, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-16T00:18:48.293+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/82d714bd-4908-4648-b72e-3322ad4211b6","applyUrl":"https://jobs.ashbyhq.com/sierra/82d714bd-4908-4648-b72e-3322ad4211b6/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.
Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.
Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.
Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.
Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.
Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Proven ability to multi-thread and build trusted relationships across customer C-suites.
Exceptional verbal and written communication.
Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.
Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Independently drive complex enterprise deals end-to-end: Manage a broad enterprise book with strong autonomy, leading 6- and 7-figure deal cycles from prospecting to close.\n\n - Multi-thread to the C-suite: Lead VP-level conversations, build durable C-suite relationships across customer orgs, and earn credibility quickly with new stakeholders.\n\n - Manage risk proactively: Identify and manage deal risk early; build rigorous stakeholder maps for your accounts.\n\n - Make the hard calls: Partner with your manager (and, at the senior level, operate more independently) on pricing, escalation timing, exec alignment, and deal strategy — coming to the table with a point of view, not just a problem.\n\n - Leverage leadership & co-founders: Bring in Sierra's co-founders effectively for exec engagement when it moves a deal.\n\n - Raise the bar: Act as a visible, steady leader on deal teams; proactively elevate the team's standard without being asked.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 8- 10 years of enterprise customer-facing sales experience, identifying and closing large accounts.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Proven ability to multi-thread and build trusted relationships across customer C-suites.\n\n - Exceptional verbal and written communication.\n\n - Analytical mindset - you analyze market trends, spot opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"2b1b0f0f-0c00-4e08-853e-4191db2d08af","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"7b21a2cb-9bbe-441e-b3e1-6ffdd112d72a","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f105c3ca-6209-47d6-aafd-1879454b81e0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"43b16952-bf46-456b-9312-007906d67ca7","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}},{"id":"e2d3e1f5-03cb-4e18-9f3d-a32f0bb6ff91","title":"Software Engineer, Agent - Travel & Hospitality","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-07-21T20:39:56.904+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e2d3e1f5-03cb-4e18-9f3d-a32f0bb6ff91","applyUrl":"https://jobs.ashbyhq.com/sierra/e2d3e1f5-03cb-4e18-9f3d-a32f0bb6ff91/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
The Travel, Transportation and Hospitality (TTH) supports some of the largest airlines, hotel chains, rental car brands, cruise lines and travel tech companies in the world. Our customers are frontiers in the travel space, and are true thought partners in shaping our platform, helping reinvent what hospitality looks like in this new era. Our customers rely on us to not only deliver standout customer experiences, driving stronger growth in their business.
Our TTH team is constantly pushing the bounds of what is possible within this industry and beyond. We help support our customers in the moments that matter — whether that’s proactively encouraging new bookings to prepare for exciting events, or helping guests rebook their flights or stays during times of distress. We help our customers maximize the lifetime value of their guests and build products to delight guests at every touchpoint.
We’re a small and scrappy team, and we support each other with any deliverables we have to meet. Every engineer on TTH is also a product-led thinker; every PM on TTH is tinkering and developing tangible prototypes; and every strategist on TTH is capable of owning an agent end to end. As a part of this team, you’ll set the standard on what it means to go beyond your role, and help build the travel industry of the future.
Design and deliver production-grade AI agents: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.
Drive the Agent Development Life Cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.
Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.
Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.
These are some examples of projects that engineers on our team have worked on recently:
Building innovative multimodal experiences: Spearhead cross-cutting initiatives, partnering with the voice and Experience SDK teams to bring to life embedded voice mode in mobile apps. This brand new product allows users to talk, tap and text with our agents all in a single view — unlocking communication through rich visualizations, and accuracy in input collection with chat, with the ease and efficiency of voice.
Shipping complex booking experiences: Build personalized booking flows, including leveraging Google Maps APIs to support searching for properties via an embedded map view, developing a recommendation engine based on past reservations and orchestrating seamless payment collection to complete the full booking lifecycle.
Abstracting complex systems into packages: Modernize legacy reservations systems by creating Sierra packages that optimize querying and updating trips for customers across the board. You’ll be challenged to think deeply about how to orchestrate each step of these workflows to maximize efficiency while upholding reliability and accuracy.
Improving the capabilities of our built in integrations: Expand platform extensibility by introducing new capabilities to our existing integrations. An example is extending our MCP integrations to support MCP UI, which allows customers to dynamically host their custom UI resources on our embedded chat windows.
Experience building and scaling end-to-end production systems.
Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.
A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.
Comfort working directly with customers to understand their needs and solve real-world problems.
Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.
Excitement in the travel space and a genuine care for helping improve the guest experience as a whole. Our customers care deeply about their guests, and we carry that through what we build every day.
Language Fluency: Professional fluency in both Spanish and English.
Experience building or deploying AI/LLM systems in production
Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed
Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering
Prior experience with React, TypeScript, and/or Go
Previous roles where you interfaced with customers or led technical projects with external stakeholders
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE TRAVEL, TRANSPORTATION AND HOSPITALITY TEAM\n\n - The Travel, Transportation and Hospitality (TTH) supports some of the largest airlines, hotel chains, rental car brands, cruise lines and travel tech companies in the world. Our customers are frontiers in the travel space, and are true thought partners in shaping our platform, helping reinvent what hospitality looks like in this new era. Our customers rely on us to not only deliver standout customer experiences, driving stronger growth in their business. \n\n - Our TTH team is constantly pushing the bounds of what is possible within this industry and beyond. We help support our customers in the moments that matter — whether that’s proactively encouraging new bookings to prepare for exciting events, or helping guests rebook their flights or stays during times of distress. We help our customers maximize the lifetime value of their guests and build products to delight guests at every touchpoint.\n\n - We’re a small and scrappy team, and we support each other with any deliverables we have to meet. Every engineer on TTH is also a product-led thinker; every PM on TTH is tinkering and developing tangible prototypes; and every strategist on TTH is capable of owning an agent end to end. As a part of this team, you’ll set the standard on what it means to go beyond your role, and help build the travel industry of the future.\n\n\nWHAT YOU’LL DO\n\n - Design and deliver production-grade AI agents https://sierra.ai/blog/meet-the-ai-agent-engineer: You'll build and ship highly performant, reliable, and intuitive AI agents that are central, mission-critical and drive revenue directly to Sierra's growth. These aren't prototypes—they are powerful, scalable systems running in production environments across industries like finance, healthcare, and commerce.\n\n - Drive the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle (ADLC): You'll have complete ownership and autonomy from initial pilot through deployment and continuous iteration. You'll be responsible for building, tuning, and evolving AI agents in production environments, defining the standard for ADLC best practices along the way.\n\n - Partner with large enterprises and cutting-edge startups: You’ll work directly with leaders at some of the world’s largest enterprises to understand their most pressing business challenges, and build AI agents that transform how they operate at scale. You'll also partner with the most cutting-edge startups in Silicon Valley, embedding AI agents across their entire business stack to drive innovation and efficiency.\n\n - Build the future of the platform: Your direct work with customers will guide the evolution of Sierra's core platform. You'll surface unmet needs, prototype new tools and features, and collaborate with research, product, and platform to shape the future of AI agent development and Sierra's product.\n\n\nEXAMPLE PROJECTS\n\nThese are some examples of projects that engineers on our team have worked on recently:\n\n - Building innovative multimodal experiences: Spearhead cross-cutting initiatives, partnering with the voice and Experience SDK teams to bring to life embedded voice mode in mobile apps. This brand new product allows users to talk, tap and text with our agents all in a single view — unlocking communication through rich visualizations, and accuracy in input collection with chat, with the ease and efficiency of voice.\n\n - Shipping complex booking experiences: Build personalized booking flows, including leveraging Google Maps APIs to support searching for properties via an embedded map view, developing a recommendation engine based on past reservations and orchestrating seamless payment collection to complete the full booking lifecycle.\n\n - Abstracting complex systems into packages: Modernize legacy reservations systems by creating Sierra packages that optimize querying and updating trips for customers across the board. You’ll be challenged to think deeply about how to orchestrate each step of these workflows to maximize efficiency while upholding reliability and accuracy.\n\n - Improving the capabilities of our built in integrations: Expand platform extensibility by introducing new capabilities to our existing integrations. An example is extending our MCP integrations to support MCP UI, which allows customers to dynamically host their custom UI resources on our embedded chat windows.\n\n\nWHAT YOU'LL BRING\n\n - Experience building and scaling end-to-end production systems.\n\n - Strong technical problem-solving skills, especially in fast-changing, ambiguous environments.\n\n - A builder and tinkerer's mindset with high agency - you find creative ways to overcome obstacles and ship.\n\n - Comfort working directly with customers to understand their needs and solve real-world problems.\n\n - Excellent communication skills—clear, direct, and persuasive across technical and non-technical audiences.\n\n - Excitement in the travel space and a genuine care for helping improve the guest experience as a whole. Our customers care deeply about their guests, and we carry that through what we build every day.\n\n\nEVEN BETTER...\n\n - Language Fluency: Professional fluency in both Spanish and English.\n\n - Experience building or deploying AI/LLM systems in production\n\n - Have been a founder or founding engineer - you know what it means to balance craft, ownership, and speed\n\n - Familiarity with tools that power today's AI agents: eval frameworks, agent tooling, RAG pipelines, and prompt engineering\n\n - Prior experience with React, TypeScript, and/or Go\n\n - Previous roles where you interfaced with customers or led technical projects with external stakeholders\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"de34892b-e7c9-4838-82ba-5ac1a31ef91b","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"53cda991-312d-43ce-b7d5-934dff7033e7","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"id":"8154d556-4c83-4e93-8201-a0ba863d0696","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"cd2656a7-cabe-40ac-8cab-6d7668b3ed6b","title":"Performance Marketing Manager, International","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-20T05:28:10.330+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/cd2656a7-cabe-40ac-8cab-6d7668b3ed6b","applyUrl":"https://jobs.ashbyhq.com/sierra/cd2656a7-cabe-40ac-8cab-6d7668b3ed6b/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build and scale Sierra's international performance marketing function, defining and executing the strategy to grow pipeline across EMEA and APAC by owning paid search, paid social, and the systems, channels, and processes that will scale across regions.
Develop localized go-to-market strategies by partnering closely with regional Marketing and Sales teams, ensuring targeting, messaging, creative, and copy reflect how buyers research and purchase in each market rather than relying on a one-size-fits-all global approach.
Identify and optimize regional growth channels, sourcing and testing local advertising platforms, influencers, communities, trade publications, and other market-specific opportunities while ensuring accurate account and persona targeting.
Lead strategy and hands-on execution, driving targeting, positioning, campaign creation, bid optimization, budget allocation, creative development, and continuous experimentation across audiences, messaging, channels, and regions.
Leverage data, attribution, and AI to optimize regional pipeline and revenue performance, make smarter investment decisions, automate workflows, and scale experimentation and impact across international markets.
7–10 years of B2B performance marketing experience with deep hands-on ownership of paid search and paid social, a proven track record of owning pipeline targets, partnering closely with Sales, and expert-level proficiency across Google Ads, Microsoft/Bing Ads, LinkedIn Ads, and Meta/Facebook Ads.
Strong international and localization experience, including identifying and activating market-specific advertising channels, ensuring accurate account and persona targeting, and adapting campaigns for local markets beyond simple translation.
Exceptional strategic and executional capabilities, with the ability to develop targeting, messaging, and competitive positioning while executing campaign structure, platform optimization, bid strategy, budget allocation, copy, and creative in close partnership with cross-functional teams across regions and time zones.
A data-driven operator with a bias for experimentation, leveraging attribution, marketing operations, CRM and marketing automation platforms to connect spend to pipeline and revenue, forecast performance, and turn complex data into actionable insights.
A self-starter who thrives in high-growth environments, embraces ambiguity, is passionate about AI and automation, and is motivated by building scalable programs and processes from the ground up while maximizing ROAS.
Experience leading B2B marketing across international markets (EMEA and/or APAC) with a strong understanding of regional buyer behavior, channel preferences, regulatory and privacy considerations, and proficiency in one or more non-English languages.
Hands-on experience with modern GTM tooling, including Clay and data enrichment platforms, along with expertise in ABM strategies targeting named accounts in high-ACV, enterprise sales environments and marketing technical or AI products to sophisticated B2B buyers.
A relentless experimentation mindset, with a constant pipeline of new ideas to test, optimize, and scale to improve targeting, campaign performance, and growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build and scale Sierra's international performance marketing function, defining and executing the strategy to grow pipeline across EMEA and APAC by owning paid search, paid social, and the systems, channels, and processes that will scale across regions.\n\n - Develop localized go-to-market strategies by partnering closely with regional Marketing and Sales teams, ensuring targeting, messaging, creative, and copy reflect how buyers research and purchase in each market rather than relying on a one-size-fits-all global approach.\n\n - Identify and optimize regional growth channels, sourcing and testing local advertising platforms, influencers, communities, trade publications, and other market-specific opportunities while ensuring accurate account and persona targeting.\n\n - Lead strategy and hands-on execution, driving targeting, positioning, campaign creation, bid optimization, budget allocation, creative development, and continuous experimentation across audiences, messaging, channels, and regions.\n\n - Leverage data, attribution, and AI to optimize regional pipeline and revenue performance, make smarter investment decisions, automate workflows, and scale experimentation and impact across international markets.\n\n\nWHAT YOU'LL BRING\n\n - 7–10 years of B2B performance marketing experience with deep hands-on ownership of paid search and paid social, a proven track record of owning pipeline targets, partnering closely with Sales, and expert-level proficiency across Google Ads, Microsoft/Bing Ads, LinkedIn Ads, and Meta/Facebook Ads.\n\n - Strong international and localization experience, including identifying and activating market-specific advertising channels, ensuring accurate account and persona targeting, and adapting campaigns for local markets beyond simple translation.\n\n - Exceptional strategic and executional capabilities, with the ability to develop targeting, messaging, and competitive positioning while executing campaign structure, platform optimization, bid strategy, budget allocation, copy, and creative in close partnership with cross-functional teams across regions and time zones.\n\n - A data-driven operator with a bias for experimentation, leveraging attribution, marketing operations, CRM and marketing automation platforms to connect spend to pipeline and revenue, forecast performance, and turn complex data into actionable insights.\n\n - A self-starter who thrives in high-growth environments, embraces ambiguity, is passionate about AI and automation, and is motivated by building scalable programs and processes from the ground up while maximizing ROAS.\n\n\nEVEN BETTER...\n\n - Experience leading B2B marketing across international markets (EMEA and/or APAC) with a strong understanding of regional buyer behavior, channel preferences, regulatory and privacy considerations, and proficiency in one or more non-English languages.\n\n - Hands-on experience with modern GTM tooling, including Clay and data enrichment platforms, along with expertise in ABM strategies targeting named accounts in high-ACV, enterprise sales environments and marketing technical or AI products to sophisticated B2B buyers.\n\n - A relentless experimentation mindset, with a constant pipeline of new ideas to test, optimize, and scale to improve targeting, campaign performance, and growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"cfa7b210-1105-4603-9515-580f6d96267e","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"710d113f-6b9e-4971-a5c3-9975b9145deb","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"6b1abe38-5455-4a82-b578-8782cc2240f5","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"c3bfb681-065e-4dc7-bba8-ba6ff25d8fda","title":"Regional VP, Sales - High Growth Enterprise","department":"Sales","team":"Sales","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-28T15:13:12.850+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c3bfb681-065e-4dc7-bba8-ba6ff25d8fda","applyUrl":"https://jobs.ashbyhq.com/sierra/c3bfb681-065e-4dc7-bba8-ba6ff25d8fda/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across the high growth enterprise segment, coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.
Own team performance: Own your team number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.
10- 15+ years of experience in a Mid-Market or Enterprise customer-facing sales role, identifying and closing large deals across complex accounts.
People leadership experience: 5+ years in a leadership role. Experience managing an $8M+ team quota.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across the high growth enterprise segment, coach reps on deal strategy, pipeline management, and execution. Create a culture of accountability, learning, and collaboration. Identify and grow future leaders on your team.\n\n - Own team performance: Own your team number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.\n\n - Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.\n\n\nWHAT YOU’LL BRING\n\n - 10- 15+ years of experience in a Mid-Market or Enterprise customer-facing sales role, identifying and closing large deals across complex accounts.\n\n - People leadership experience: 5+ years in a leadership role. Experience managing an $8M+ team quota.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$450K – $470K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$450K - $470K","compensationTiers":[{"id":"3d15dbc9-c94a-4b77-845d-945e2f6e6d68","tierSummary":"$450K – $470K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"0b4317ac-657c-4748-ab7d-75b8a88d896b","summary":"$450K – $470K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000},{"id":"70f14e8f-c769-45c3-9cce-47790aa6a610","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f3d77582-ca8a-4215-b281-64f4524e2488","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":450000,"maxValue":470000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"6b5027e7-6498-45d6-8548-371eda8e5a81","title":"GTM Strategy and Operations, Industry Lead","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-21T23:36:22.854+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6b5027e7-6498-45d6-8548-371eda8e5a81","applyUrl":"https://jobs.ashbyhq.com/sierra/6b5027e7-6498-45d6-8548-371eda8e5a81/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Industry Strategy: Develop and continuously refine Sierra's industry strategy, including prioritization of key accounts and subindustries to focus GTM resources where they'll have the greatest impact
Pipeline & Forecasting: Own pipeline progression and forecast tracking for the industry, providing leadership with clear visibility into pipeline health, risks, and opportunities
Expansion Strategy: Develop and drive expansion strategy across the industry and core accounts, identifying whitespace, new use cases, and growth opportunities within existing customers
Cross-Functional Partnership:
Partner closely with Agent Development and Sales counterparts to operationalize the industry strategy
Drive cross-functional coordination across the industry, aligning stakeholders on priorities and execution
Deal Progression & Deal Desk: Manage deal progression and strategic deal desk initiatives for the highest-priority accounts, partnering with sales leadership to structure and advance complex deals
6-8+ years of experience in revenue operations, strategy & operations, management consulting, corporate strategy, or business operations
Proven ability to own a business area end-to-end, including the path to hit targets and mastery of both the deals and the details
Excellent stakeholder management and communication skills, including experience working with and influencing senior stakeholders or executives
Team versatility to serve as a versatile and proactive team player, taking on both foundational operational work and high-impact strategic initiatives
Ability to navigate ambiguity, prioritize effectively, and drive alignment in a fast-paced environment
Familiarity with CRM platforms (e.g., Salesforce, HubSpot)
Experience owning or supporting a business line end-to-end, with accountability for its outcomes
Previous startup or high-growth operational experience
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Industry Strategy: Develop and continuously refine Sierra's industry strategy, including prioritization of key accounts and subindustries to focus GTM resources where they'll have the greatest impact\n\n - Pipeline & Forecasting: Own pipeline progression and forecast tracking for the industry, providing leadership with clear visibility into pipeline health, risks, and opportunities\n\n - Expansion Strategy: Develop and drive expansion strategy across the industry and core accounts, identifying whitespace, new use cases, and growth opportunities within existing customers\n\n - Cross-Functional Partnership:\n \n - Partner closely with Agent Development and Sales counterparts to operationalize the industry strategy\n \n - Drive cross-functional coordination across the industry, aligning stakeholders on priorities and execution\n\n - Deal Progression & Deal Desk: Manage deal progression and strategic deal desk initiatives for the highest-priority accounts, partnering with sales leadership to structure and advance complex deals\n\n\nWHAT YOU'LL BRING:\n\n - 6-8+ years of experience in revenue operations, strategy & operations, management consulting, corporate strategy, or business operations\n\n - Proven ability to own a business area end-to-end, including the path to hit targets and mastery of both the deals and the details\n\n - Excellent stakeholder management and communication skills, including experience working with and influencing senior stakeholders or executives\n\n - Team versatility to serve as a versatile and proactive team player, taking on both foundational operational work and high-impact strategic initiatives\n\n - Ability to navigate ambiguity, prioritize effectively, and drive alignment in a fast-paced environment\n\n\nEVEN BETTER...\n\n - Familiarity with CRM platforms (e.g., Salesforce, HubSpot)\n\n - Experience owning or supporting a business line end-to-end, with accountability for its outcomes\n\n - Previous startup or high-growth operational experience\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $225K • Offers Equity","scrapeableCompensationSalarySummary":"$160K - $225K","compensationTiers":[{"id":"931984d9-79b5-4c8c-b784-80b10ec7c10c","tierSummary":"$160K – $225K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"e7b642bd-496a-4410-9335-08cafc8cd190","summary":"$160K – $225K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":225000},{"id":"6bf563dc-605b-435e-89a3-a1ca3cefc34b","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":225000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"84a9ecff-115c-452f-9f1f-1b0b142e256f","title":"GTM Operations, Agent Development Enablement","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-21T04:10:49.918+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/84a9ecff-115c-452f-9f1f-1b0b142e256f","applyUrl":"https://jobs.ashbyhq.com/sierra/84a9ecff-115c-452f-9f1f-1b0b142e256f/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Drive productivity across Agent Development: Identify what's slowing the team down, build metrics to measure it, and ship changes that increase productivity. Drive adoption through pilots and usage tracking, and program-manage cross-functional initiatives with Agent Dev contributors.
Standardize how Agent Development operates: Define, document, and maintain the playbooks and SOPs the team uses day to day, for both internal and external processes.
Leverage AI to scale Agent Dev: Identify manual, repeatable work across the team and build AI-native tools and workflows to create operating leverage.
Build feedback loops from the field: Capture what's working (and what isn't)across Agent Dev and feed that signal back into onboarding, SOPs, playbooks, and tooling.
Own onboarding, ramp, and continuous enablement: Build and improve the onboarding curriculum, ramp plan, and ongoing enablement engine.
3-5 years of experience in management consulting, strategy and operations, or a similar role at a top-tier or high-growth technology company.
Experience designing onboarding, training, or ramp programs and a track record of turning ad hoc practice into a documented, repeatable process.
Strong analytical rigor, with the ability to build metrics and frameworks that make team productivity and ramp progress measurable.
Comfort with ambiguity and a fast-changing environment, with the ability to independently structure open-ended problems and drive them to resolution.
Strong communication skills, with the ability to influence stakeholders and act as a trusted partner to Agent Dev leadership.
Ability to run projects end-to-end with cross-functional stakeholders who don’t report to you.
A growth mindset, coachability, and a willingness to roll up your sleeves. No task is too small if it helps the team win.
Technical fluency and coding comfort: you've built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.
Previous experience in a forward-deployed or customer-facing role.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Drive productivity across Agent Development: Identify what's slowing the team down, build metrics to measure it, and ship changes that increase productivity. Drive adoption through pilots and usage tracking, and program-manage cross-functional initiatives with Agent Dev contributors.\n\n - Standardize how Agent Development operates: Define, document, and maintain the playbooks and SOPs the team uses day to day, for both internal and external processes.\n\n - Leverage AI to scale Agent Dev: Identify manual, repeatable work across the team and build AI-native tools and workflows to create operating leverage.\n\n - Build feedback loops from the field: Capture what's working (and what isn't)across Agent Dev and feed that signal back into onboarding, SOPs, playbooks, and tooling.\n\n - Own onboarding, ramp, and continuous enablement: Build and improve the onboarding curriculum, ramp plan, and ongoing enablement engine.\n\n\nWHAT YOU’LL BRING\n\n - 3-5 years of experience in management consulting, strategy and operations, or a similar role at a top-tier or high-growth technology company.\n\n - Experience designing onboarding, training, or ramp programs and a track record of turning ad hoc practice into a documented, repeatable process.\n\n - Strong analytical rigor, with the ability to build metrics and frameworks that make team productivity and ramp progress measurable.\n\n - Comfort with ambiguity and a fast-changing environment, with the ability to independently structure open-ended problems and drive them to resolution.\n\n - Strong communication skills, with the ability to influence stakeholders and act as a trusted partner to Agent Dev leadership.\n\n - Ability to run projects end-to-end with cross-functional stakeholders who don’t report to you.\n\n - A growth mindset, coachability, and a willingness to roll up your sleeves. No task is too small if it helps the team win.\n\n\nEVEN BETTER...\n\n - Technical fluency and coding comfort: you've built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.\n\n - Previous experience in a forward-deployed or customer-facing role.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $220K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $220K","compensationTiers":[{"id":"7dd31611-b10a-4124-888a-d71e9377350a","tierSummary":"$180K – $220K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"7f4f9c11-0c04-4e6a-a872-04226a641ee7","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"7c22d7a0-e00b-463f-a2f4-d3294c711e27","summary":"$180K – $220K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":220000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":220000}]}},{"id":"02382d7f-0fb2-4ba3-89af-caf20a448e3a","title":"Strategist, Agent Development - Retail","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-22T19:39:34.563+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/02382d7f-0fb2-4ba3-89af-caf20a448e3a","applyUrl":"https://jobs.ashbyhq.com/sierra/02382d7f-0fb2-4ba3-89af-caf20a448e3a/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Launch an order management agent for a national apparel brand — order lookup, cancellations, returns, and exchanges — then hill-climb containment and CSAT week over week.
Partner with Product to build a shopping agent that plugs into a retailer’s existing search and recommendation systems to guide product discovery — turning the support channel into a revenue channel.
Stand up an in-store support voice agent for a big-box or grocery retailer, answering the stock-check and store-info calls that largely go unanswered today and converting them into store visits and sales.
Design a booking, payments, and outbound agent for a consumer services brand operating hundreds of locations.
Help a marketplace handle order status and buyer–seller disputes at enormous scale.
Launch outbound campaigns — cart recovery, win-back, churn saves, and subscription renewals — across voice and SMS.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Launch an order management agent for a national apparel brand — order lookup, cancellations, returns, and exchanges — then hill-climb containment and CSAT week over week.\n\n - Partner with Product to build a shopping agent that plugs into a retailer’s existing search and recommendation systems to guide product discovery — turning the support channel into a revenue channel.\n\n - Stand up an in-store support voice agent for a big-box or grocery retailer, answering the stock-check and store-info calls that largely go unanswered today and converting them into store visits and sales.\n\n - Design a booking, payments, and outbound agent for a consumer services brand operating hundreds of locations.\n\n - Help a marketplace handle order status and buyer–seller disputes at enormous scale.\n\n - Launch outbound campaigns — cart recovery, win-back, churn saves, and subscription renewals — across voice and SMS.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"9b94e279-5869-4a33-b50f-9aa01ff61a22","title":"Product Manager, Agent Development (Spanish speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-23T18:26:56.398+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/9b94e279-5869-4a33-b50f-9aa01ff61a22","applyUrl":"https://jobs.ashbyhq.com/sierra/9b94e279-5869-4a33-b50f-9aa01ff61a22/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.
Engage with customers: In the role, you will engage with all levels of our customers’ businesses:
Discover and assess their requirements.
Prepare and present demonstrations of Sierra’s agent.
Address and overcome technical challenges in the business process by working with technical counterparts.
Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.
Become trusted advisors and drive strategic technical strategies for our customers.
Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.
3-5+ years experience in product development of highly technical products.
Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.
Experience crafting and tailoring a message for potential customers, including executives.
Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.
Professional fluency in both Spanish and English.
Degree in a technical or related field, or equivalent professional experience.
AI-related experience (experience with product development for AI agents a plus).
Some coding experience with React, Typescript, and Go.
MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).
Past roles that interface with end customers to influence software development.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Build enterprise-grade AI agents: As an Agent PM at Sierra, you will be responsible for partnering directly with our engineers and customers to build and ship AI agents that handle thousands of customer conversations a day.\n\n - Engage with customers: In the role, you will engage with all levels of our customers’ businesses:\n \n - Discover and assess their requirements.\n \n - Prepare and present demonstrations of Sierra’s agent.\n \n - Address and overcome technical challenges in the business process by working with technical counterparts.\n \n - Develop and improve Sierra virtual agents to fit and anticipate our customers’ needs and business processes.\n \n - Become trusted advisors and drive strategic technical strategies for our customers.\n\n - Shape the product roadmap: Work with Sierra’s engineering and product development teams to scope and implement new features essential to the success of your customers.\n\n\nWHAT YOU'LL BRING\n\n - 3-5+ years experience in product development of highly technical products.\n\n - Past experience in Product Management or other similar product development roles at or above the level of Senior Product Manager.\n\n - Experience crafting and tailoring a message for potential customers, including executives.\n\n - Ability to communicate highly technical concepts to both non-technical and technically proficient audiences, including recent AI developments.\n\n - Professional fluency in both Spanish and English.\n\n - Degree in a technical or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (experience with product development for AI agents a plus).\n\n - Some coding experience with React, Typescript, and Go.\n\n - MBA or equivalent professional experience (while this is a product management role, you will have the opportunity to lean into broader business roles).\n\n - Past roles that interface with end customers to influence software development.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$180K – $390K • Offers Equity","scrapeableCompensationSalarySummary":"$180K - $390K","compensationTiers":[{"id":"0715ee6e-4be3-41c1-918f-de52cfdbd178","tierSummary":"$180K – $390K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"8843fdbe-fdf5-4e31-bf8e-0897caf83100","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e0869a95-0928-4429-a53d-e8dbba51f52d","summary":"$180K – $390K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":180000,"maxValue":390000}]}},{"id":"f608f09d-fd99-4eac-978a-264e6ae99a17","title":"GTM Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"Tokyo","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-07-24T17:17:01.880+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f608f09d-fd99-4eac-978a-264e6ae99a17","applyUrl":"https://jobs.ashbyhq.com/sierra/f608f09d-fd99-4eac-978a-264e6ae99a17/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Drive end-to-end strategic projects such as building business cases and execution plans for new markets, performing financial and data analysis on product performance, and developing frameworks for annual planning.
Act as a thought partner to leaders across the company to improve business planning, performance & execution.
Master Sierra’s daily operations, identify inefficiencies and improve our capabilities by optimizing existing processes and introducing new ones.
Coordinate with Sales, Marketing, Product, and Engineering teams to ensure seamless execution of cross-functional projects.
Wear many hats! In this unique role, you’ll have the opportunity to define your future by gaining broad exposure to all aspects of Sierra’s operations.
5-10 years of experience in investment banking, management consulting, private equity, corporate strategy, or business operations; and 2+ years of investment banking or consulting experience required.
Outstanding communication skills with the ability to distill complex ideas and problems into straightforward, actionable recommendations, especially to executives.
High EQ with a resilient approach allowing you to overcome challenges and setbacks in a fast-paced environment quickly.
A methodical, process-driven mentality that is focused on both accuracy and efficiency. Ability to multitask and meet deadlines with quality products.
Fluent business Japanese and English written and verbal communication
SQL experience
Previous 0-1 startup experience in an operational role.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Drive end-to-end strategic projects such as building business cases and execution plans for new markets, performing financial and data analysis on product performance, and developing frameworks for annual planning.\n\n - Act as a thought partner to leaders across the company to improve business planning, performance & execution.\n\n - Master Sierra’s daily operations, identify inefficiencies and improve our capabilities by optimizing existing processes and introducing new ones. \n\n - Coordinate with Sales, Marketing, Product, and Engineering teams to ensure seamless execution of cross-functional projects.\n\n - Wear many hats! In this unique role, you’ll have the opportunity to define your future by gaining broad exposure to all aspects of Sierra’s operations.\n\n\nWHAT YOU'LL BRING\n\n - 5-10 years of experience in investment banking, management consulting, private equity, corporate strategy, or business operations; and 2+ years of investment banking or consulting experience required.\n\n - Outstanding communication skills with the ability to distill complex ideas and problems into straightforward, actionable recommendations, especially to executives.\n\n - High EQ with a resilient approach allowing you to overcome challenges and setbacks in a fast-paced environment quickly.\n\n - A methodical, process-driven mentality that is focused on both accuracy and efficiency. Ability to multitask and meet deadlines with quality products.\n\n - Fluent business Japanese and English written and verbal communication \n\n\nEVEN BETTER...\n\n - SQL experience\n\n - Previous 0-1 startup experience in an operational role.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"ec002675-cffd-4db7-9a5c-f089f74080bc","title":"Pricing Strategy & Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-29T09:11:30.338+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ec002675-cffd-4db7-9a5c-f089f74080bc","applyUrl":"https://jobs.ashbyhq.com/sierra/ec002675-cffd-4db7-9a5c-f089f74080bc/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.
4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.
Experience negotiating complex customer partnerships
Familiarity with navigating sales cycles
Strong understanding of developing GTM operations using data-driven decision-making
Degree in Business Administration, Finance, or related field, or equivalent professional experience
Experience in partnerships, business development, and value engineering roles
Familiarity with AI or conversational AI technologies
Previous 0-1 startup or fast-paced high-growth environment experience
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - We're looking for a pricing strategist to join our pricing team. You'll work with our sales team to develop and deliver pricing proposals and ROI case studies for customers. You'll also collaborate with product, marketing, and operations teams to define our overall pricing and packaging strategy.\n\n\nWHAT YOU'LL BRING:\n\n - 4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.\n\n - Experience negotiating complex customer partnerships\n\n - Familiarity with navigating sales cycles\n\n - Strong understanding of developing GTM operations using data-driven decision-making\n\n - Degree in Business Administration, Finance, or related field, or equivalent professional experience\n\n\nEVEN BETTER…\n\n - Experience in partnerships, business development, and value engineering roles\n\n - Familiarity with AI or conversational AI technologies\n\n - Previous 0-1 startup or fast-paced high-growth environment experience\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 200K – SGD 270K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 200K - SGD 270K","compensationTiers":[{"id":"50d4733d-d75c-469d-b8e1-96387e1a0467","tierSummary":"SGD 200K – SGD 270K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"e8fdf315-ea15-45bb-9e20-4ba64cd1e45d","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"787344d9-7759-4c9e-a214-705c99111801","summary":"SGD 200K – SGD 270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":200000,"maxValue":270000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":200000,"maxValue":270000}]}},{"id":"83a88812-d488-4a24-bb39-e1b0aa6dd240","title":"Strategist, Agent Development (Spanish speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-07-29T22:22:33.527+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/83a88812-d488-4a24-bb39-e1b0aa6dd240","applyUrl":"https://jobs.ashbyhq.com/sierra/83a88812-d488-4a24-bb39-e1b0aa6dd240/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
As an Agent Strategist, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.
Own the Agent Development Life Cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.
Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.
Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.
Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.
These are the kinds of projects that strategists on our team have worked on recently:
Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.
Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.
Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog for examples.
Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.
Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome week over week.
Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.
Communication. Clear, direct, and persuasive across technical and non-technical audiences.
Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.
Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.
Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.
Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.
Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.
You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\nAs an Agent Strategist https://sierra.ai/blog/agent-strategist-your-phd-in-applied-ai, you own how Sierra’s AI agents come to life for our customers — from first pilot to a production agent handling thousands of conversations a day. You sit at the intersection of product, building agents and customer-facing work, and stay just as close to the technology as you are to the people you build for. You transform a customer’s thorniest, highest-stakes problems into agents that measurably move their business.\n\n - Own the Agent Development Life Cycle https://sierra.ai/blog/agent-development-life-cycle. Take agents from initial scope through conversation design, tooling, and evaluation, to launch and continuous iteration in production — translating business goals into an agent that outperforms, and tuning relentlessly until it’s the best version of itself in the real world. You’ll have real ownership and autonomy over the outcome.\n\n - Be the trusted strategic advisor to enterprise leaders. Sit shoulder-to-shoulder with our customers’ executives, understand what success actually means to their business, and shape the AI strategy that gets them there.\n\n - Partner with the customer’s working teams day to day. Run working sessions, troubleshoot the agent as issues come up, and make the calls that keep the build on track for launch.\n\n - Directly impact product. Surface unmet needs from your customer work, and feed them back to research and platform to shape where Sierra goes next.\n\n\nEXAMPLE PROJECTS\n\nThese are the kinds of projects that strategists on our team have worked on recently:\n\n - Scope and launch a subscription-retention agent for a large telecommunications or media company that consistently outperforms human agents at saving at-risk customers.\n\n - Stand up an agent for a commerce customer that troubleshoots a broken device end-to-end and personalizes product recommendations in the same conversation.\n\n - Redesign the conversation flows for a financial services agent so it can handle complex, regulated interactions — and convert a pilot into a multi-team production deployment. See our financial services blog https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-services for examples.\n\n - Partner with product on a net-new capability — a new agent architecture or self-service tooling — using a live customer as the design partner.\n\n - Define the evaluation and quality bar for a new agent, then use those metrics to drive a measurable lift in outcome https://sierra.ai/blog/outcome-based-pricing-for-ai-agents week over week.\n\n\nWHAT YOU’LL BRING\n\n - Customer obsession. Genuine energy being in front of customers — understanding their business and needs, thriving in complex organizations, and building trusted relationships.\n\n - Communication. Clear, direct, and persuasive across technical and non-technical audiences.\n\n - Strategic problem-solving in ambiguity. Strong analytical and critical-thinking skills to break down complex problems, spot risks early, and adapt as things change fast.\n\n - Technical aptitude. Comfortable engaging directly with technical concepts - reading API documentation, understanding data models and system architecture, and following engineering tradeoffs in a design discussion.\n\n - Ownership and delivery. A track record of running multiple complex, high-visibility projects at once and driving them to outcomes.\n\n - Genuine interest in Financial Services and improving the end customer experience. Experience in financial technology, implementations at financial institutions, working inside of these institutions or familiarity with financial services security and compliance requirements (fair lending, PII handling, etc.) are a strong plus.\n\n\nEVEN BETTER...\n\n - Experience building or deploying AI/LLM agents in production — hands-on with the tools behind them (eval frameworks, agent tooling, RAG, prompt engineering) — working closely with technical counterparts.\n\n - You’ve been a founder, founding team member, or operator — you know how to balance craft, ownership, and speed.\n\n - A degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience — and/or an MBA or comparable experience at the intersection of technology and business.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$200K – $290K • Offers Equity","scrapeableCompensationSalarySummary":"$200K - $290K","compensationTiers":[{"id":"8be67ebc-9fd0-49bb-aca8-777521522ef5","tierSummary":"$200K – $290K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"69ab0db5-32d0-40ba-947f-a7f1f7d8ca47","summary":"$200K – $290K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"id":"fb49acae-021e-4d0a-b02f-415ac9ed3e36","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":200000,"maxValue":290000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"6c246883-6335-413e-9183-ece94780590c","title":"GTM Operations Analyst, Agent Development","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"Singapore","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-07-30T07:55:45.547+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Singapore","addressLocality":"Singapore"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/6c246883-6335-413e-9183-ece94780590c","applyUrl":"https://jobs.ashbyhq.com/sierra/6c246883-6335-413e-9183-ece94780590c/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization.
Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks.
Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.
Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.
Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.
Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.
3-5 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.
Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.
Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.
Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.
Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.
Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.
A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.
Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.
Previous 0-1 operating experience at a growth stage technology company.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO:\n\n - Support the business of Agent Development: Serve as the strategy and operations partner to Agent Dev leadership, and bring the same operational rigor to Agent Dev that powers our Sales organization.\n\n - Stand up the operating cadence: Partner with Agent Dev leaders to provide clear visibility into business health, including pipeline, deployment progress, utilization, expansion opportunities, and risks.\n\n - Operationalize best practices for enterprise agent deployment: Help define and scale the playbook for how Sierra builds, evaluates, launches, and expands AI agents at large enterprises.\n\n - Drive account expansion strategy: Work closely with account teams to identify whitespace, prioritize expansion opportunities, and build repeatable motions that convert post-sale momentum into durable revenue growth.\n\n - Turn insight into action: Analyze complex datasets and translate findings into clear, executive-ready recommendations that drive high leverage decisions.\n\n - Build internal tooling with AI: Leverage AI-native tools such as Claude Code, Cursor, and Codex to build lightweight internal systems, automate workflows, and create operational leverage across Agent Dev.\n\n\nWHAT YOU'LL BRING:\n\n - 3-5 years of experience in management consulting, investment banking, private equity, or strategy and operations at top-tier technology companies.\n\n - Strong analytical rigor with the ability to work with large datasets and translate analysis into executive-ready insights and clear business actions.\n\n - Demonstrated experience supporting sales, post-sales, or commercial teams in a strategy and operations capacity.\n\n - Comfort with ambiguity and fast-changing environments, with the ability to independently structure complex problems and drive them to resolution.\n\n - Commercial instinct and business judgment, with a clear understanding of how enterprise technology products are landed, deployed, and expanded.\n\n - Strong communication skills, with the ability to influence senior stakeholders and act as a trusted advisor.\n\n - A growth mindset, coachability, and willingness to roll up your sleeves. No task is too small if it helps the team win.\n\n\nEVEN BETTER...\n\n - Technical fluency and coding comfort: You have built apps or internal tools before and can confidently use AI coding tools such as Claude Code, Cursor, or Codex to create production-ready internal solutions.\n\n - Previous 0-1 operating experience at a growth stage technology company.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"SGD 200K – SGD 300K • Offers Equity","scrapeableCompensationSalarySummary":"SGD 200K - SGD 300K","compensationTiers":[{"id":"8806f4ca-e3f7-439a-b638-50e0602e2bd4","tierSummary":"SGD 200K – SGD 300K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"a4244e9d-f5a5-42c2-804b-ee0773b0ca7f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"fdc92c11-5ff9-442c-af6f-6034900d5c7f","summary":"SGD 200K – SGD 300K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":200000,"maxValue":300000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"SGD","minValue":200000,"maxValue":300000}]}},{"id":"705a6710-72c3-4991-9098-56de8c68fed6","title":"Social-First Videographer & Editor","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-02T21:03:55.674+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/705a6710-72c3-4991-9098-56de8c68fed6","applyUrl":"https://jobs.ashbyhq.com/sierra/705a6710-72c3-4991-9098-56de8c68fed6/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
We're seeking a highly creative and execution-focused Videographer & Editor to join Sierra's Brand Design team and help tell the stories behind the future of AI-powered customer experiences. This role is responsible for producing fast, high-quality, social-native video content that drives engagement, builds brand affinity, and fuels organic growth. You'll take projects from concept to final delivery, bringing Sierra's products, customers, people, and ideas to life across marketing, social channels, and thought leadership initiatives. You'll partner closely with marketers, brand design team, executives, product teams, customers, and external partners to uncover compelling stories and translate them into content that moves — emotionally, culturally, and quickly. This is a chance to help define Sierra's video practice from the ground up and shape how the world experiences our brand.
Capture and edit short-form video optimized for platforms like LinkedIn, X, and YouTube Shorts — including reactive content shot on iPhone or lightweight setups, turning ideas into published content within hours when needed, with quick-turn edits often delivered within 24–72 hours.
Partner with Sierra's social and marketing leads to develop and capture recurring content series such as in-person product demos, executive content, customer stories, and brand moments that build audience engagement over time.
Develop strong hooks, pacing, captions, and storytelling structures designed for retention, and repurpose long-form footage into multiple short-form assets.
Capture lifestyle and event photography for web, social, and campaign use.
Create lightweight graphic, meme, and motion-based content in partnership with a motion designer to support social storytelling.
Social Storytelling Expertise: Deep understanding of platform-native content and audience behavior across LinkedIn, X, YouTube, and emerging channels, paired with strong editorial judgment to identify culturally relevant moments, trends, and conversations that can be authentically connected to Sierra's mission and brand.
Content Agility: Comfortable moving between fast-turnaround social content, executive thought leadership, customer storytelling, event coverage, and polished brand campaigns — with proficiency in editing tools like Adobe Premiere, Final Cut Pro, or similar, and experience shooting with both professional camera/lighting setups and lightweight/mobile production.
Entrepreneurial Mindset: Constantly generating ideas, testing formats, and looking for opportunities to create content that earns attention rather than interrupts it.
Multi-Disciplinary Skills: Experience with motion graphics, lightweight design, meme culture, photography, or other complementary creative disciplines is a plus.
Execution & Organization: Ability to manage multiple projects and deadlines in a fast-paced startup environment, with strong asset management habits and a balance of speed and quality.
Three bullets max on nice-to-have qualifications
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE ROLE:\n\nWe're seeking a highly creative and execution-focused Videographer & Editor to join Sierra's Brand Design team and help tell the stories behind the future of AI-powered customer experiences. This role is responsible for producing fast, high-quality, social-native video content that drives engagement, builds brand affinity, and fuels organic growth. You'll take projects from concept to final delivery, bringing Sierra's products, customers, people, and ideas to life across marketing, social channels, and thought leadership initiatives. You'll partner closely with marketers, brand design team, executives, product teams, customers, and external partners to uncover compelling stories and translate them into content that moves — emotionally, culturally, and quickly. This is a chance to help define Sierra's video practice from the ground up and shape how the world experiences our brand.\n\n\n\n\nWHAT YOU'LL DO:\n\n - Capture and edit short-form video optimized for platforms like LinkedIn, X, and YouTube Shorts — including reactive content shot on iPhone or lightweight setups, turning ideas into published content within hours when needed, with quick-turn edits often delivered within 24–72 hours.\n\n - Partner with Sierra's social and marketing leads to develop and capture recurring content series such as in-person product demos, executive content, customer stories, and brand moments that build audience engagement over time.\n\n - Develop strong hooks, pacing, captions, and storytelling structures designed for retention, and repurpose long-form footage into multiple short-form assets.\n\n - Capture lifestyle and event photography for web, social, and campaign use.\n\n - Create lightweight graphic, meme, and motion-based content in partnership with a motion designer to support social storytelling.\n\n\nWHAT YOU'LL BRING:\n\n - Social Storytelling Expertise: Deep understanding of platform-native content and audience behavior across LinkedIn, X, YouTube, and emerging channels, paired with strong editorial judgment to identify culturally relevant moments, trends, and conversations that can be authentically connected to Sierra's mission and brand.\n\n - Content Agility: Comfortable moving between fast-turnaround social content, executive thought leadership, customer storytelling, event coverage, and polished brand campaigns — with proficiency in editing tools like Adobe Premiere, Final Cut Pro, or similar, and experience shooting with both professional camera/lighting setups and lightweight/mobile production.\n\n - Entrepreneurial Mindset: Constantly generating ideas, testing formats, and looking for opportunities to create content that earns attention rather than interrupts it.\n\n - Multi-Disciplinary Skills: Experience with motion graphics, lightweight design, meme culture, photography, or other complementary creative disciplines is a plus.\n\n - Execution & Organization: Ability to manage multiple projects and deadlines in a fast-paced startup environment, with strong asset management habits and a balance of speed and quality.\n\n\nEVEN BETTER...\n\n - Three bullets max on nice-to-have qualifications\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $200K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $200K","compensationTiers":[{"id":"3a142b1d-19cf-4fc7-be75-7490888b099f","tierSummary":"$170K – $200K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"4d144595-d9d4-4adf-84fd-34ec84c1798a","summary":"$170K – $200K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"id":"9f9881cc-4023-4e33-a85d-6197cb218907","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":200000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"bae30d56-4257-430e-b1d7-590c8555995d","title":"Enterprise Sales Director (Brazilian Portuguese speaking)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-04T02:52:33.206+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/bae30d56-4257-430e-b1d7-590c8555995d","applyUrl":"https://jobs.ashbyhq.com/sierra/bae30d56-4257-430e-b1d7-590c8555995d/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Language fluency: professional fluency in both Brazilian Portuguese and English
8-12+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity. \n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Help define our sales motion: We’re an early team, and your work will directly impact how our GTM function operates and succeeds. \n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n\nWHAT YOU'LL BRING\n\n - Language fluency: professional fluency in both Brazilian Portuguese and English\n\n - 8-12+ years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota, and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $280K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $280K","compensationTiers":[{"id":"590995d2-e5d3-4dba-bd17-b7f9442882bd","tierSummary":"$260K – $280K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"23514519-4bfd-4cd6-bd4d-cb2632880d39","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"d8c6336d-5695-4145-b12b-a103fab6981c","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"31fa8227-53e7-41a2-aff0-27dfabb81edb","summary":"$260K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000}]}},{"id":"47fd7def-71fa-4585-a625-14e2f25f5058","title":"Security Technical Program Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T00:01:19.867+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/47fd7def-71fa-4585-a625-14e2f25f5058","applyUrl":"https://jobs.ashbyhq.com/sierra/47fd7def-71fa-4585-a625-14e2f25f5058/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Drive high-impact security and infrastructure initiatives end-to-end. Lead complex, cross-functional programs spanning cloud infrastructure, platform security, identity and access management, detection and response, vulnerability management, and secure software delivery from problem definition through execution and sustained outcomes.
Own execution, planning, and program health. Be accountable for sequencing work, managing dependencies, tracking risk, and ensuring delivery of Sierra’s most critical security programs, with clear milestones and outcomes.
Help shape Sierra’s security strategy. Partner with security and engineering leadership to define priorities, investment areas, and execution plans that align risk reduction with platform growth, customer trust, and long-term scalability.
Build and strengthen security foundations. Drive programs that establish durable security primitives such as identity boundaries, access controls, logging and detection baselines, incident readiness, and secure defaults that future teams and features can confidently build on.
Translate ambiguity into clear execution. Decompose loosely defined security, risk, and compliance challenges particularly in emerging AI domains into structured programs, prioritized workstreams, and measurable outcomes.
Lead communication and alignment. Provide clear updates to leadership on program health, risks, dependencies, and tradeoffs; surface issues early and drive cross-functional alignment.
Engineering: Infrastructure, Data Platform and Agent SDK engineers to shape technical requirements, manage dependencies, and deliver resilient systems.
Security & GRC: Security engineering, risk, compliance, and privacy partners to align on threat models, control strategy, audits, and risk management in a rapidly evolving AI landscape.
Product and GTM: Product, Agent Development, and Sales to operationalize security commitments and respond to sophisticated customer and regulator expectations.
Legal: On security terms, third-party risk, and contractual obligations.
Executive Leadership: Senior leaders who rely on you for clarity, prioritization, and confidence in Sierra’s security strategy and execution.
Experience running security-focused technical programs in fast-growing SaaS or platform environments.
Strong technical fluency across cloud infrastructure, IAM, infrastructure as code, observability, secure CI/CD, and incident response.
Ability to execute through ambiguity, prioritize effectively, and keep teams moving.
Comfort operating in environments where things aren’t fully built yet and helping decide what needs to be built first.
Clear, concise communication with senior technical and business leaders.
A collaborative, pragmatic style with high ownership and high agency.
Experience scaling security programs globally in AI-first or data-intensive SaaS environments.
Exposure to emerging AI risk, data governance, or agent and model-related security considerations.
Experience supporting security initiatives in public-sector, regulated and/or multi-cloud environments (AWS, GCP, Azure).
Relevant security, cloud, AI or technical program management certifications.
Familiarity with regulatory and compliance frameworks (ISO 27001, PCI DSS, FedRAMP, HIPAA)
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU’LL DO\n\n - Drive high-impact security and infrastructure initiatives end-to-end. Lead complex, cross-functional programs spanning cloud infrastructure, platform security, identity and access management, detection and response, vulnerability management, and secure software delivery from problem definition through execution and sustained outcomes.\n\n - Own execution, planning, and program health. Be accountable for sequencing work, managing dependencies, tracking risk, and ensuring delivery of Sierra’s most critical security programs, with clear milestones and outcomes.\n\n - Help shape Sierra’s security strategy. Partner with security and engineering leadership to define priorities, investment areas, and execution plans that align risk reduction with platform growth, customer trust, and long-term scalability.\n\n - Build and strengthen security foundations. Drive programs that establish durable security primitives such as identity boundaries, access controls, logging and detection baselines, incident readiness, and secure defaults that future teams and features can confidently build on.\n\n - Translate ambiguity into clear execution. Decompose loosely defined security, risk, and compliance challenges particularly in emerging AI domains into structured programs, prioritized workstreams, and measurable outcomes.\n\n - Lead communication and alignment. Provide clear updates to leadership on program health, risks, dependencies, and tradeoffs; surface issues early and drive cross-functional alignment.\n\n\nWHO YOU'LL WORK WITH\n\n - Engineering: Infrastructure, Data Platform and Agent SDK engineers to shape technical requirements, manage dependencies, and deliver resilient systems.\n\n - Security & GRC: Security engineering, risk, compliance, and privacy partners to align on threat models, control strategy, audits, and risk management in a rapidly evolving AI landscape.\n\n - Product and GTM: Product, Agent Development, and Sales to operationalize security commitments and respond to sophisticated customer and regulator expectations.\n\n - Legal: On security terms, third-party risk, and contractual obligations.\n\n - Executive Leadership: Senior leaders who rely on you for clarity, prioritization, and confidence in Sierra’s security strategy and execution.\n\n\nWHAT YOU'LL BRING\n\n - Experience running security-focused technical programs in fast-growing SaaS or platform environments.\n\n - Strong technical fluency across cloud infrastructure, IAM, infrastructure as code, observability, secure CI/CD, and incident response.\n\n - Ability to execute through ambiguity, prioritize effectively, and keep teams moving.\n\n - Comfort operating in environments where things aren’t fully built yet and helping decide what needs to be built first.\n\n - Clear, concise communication with senior technical and business leaders.\n\n - A collaborative, pragmatic style with high ownership and high agency.\n\n\nEVEN BETTER...\n\n - Experience scaling security programs globally in AI-first or data-intensive SaaS environments.\n\n - Exposure to emerging AI risk, data governance, or agent and model-related security considerations.\n\n - Experience supporting security initiatives in public-sector, regulated and/or multi-cloud environments (AWS, GCP, Azure).\n\n - Relevant security, cloud, AI or technical program management certifications.\n\n - Familiarity with regulatory and compliance frameworks (ISO 27001, PCI DSS, FedRAMP, HIPAA)\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$170K – $250K • Offers Equity","scrapeableCompensationSalarySummary":"$170K - $250K","compensationTiers":[{"id":"3a95a887-0b1c-408c-9929-ef7b050311a0","tierSummary":"$170K – $250K • Offers Equity","title":null,"additionalInformation":null,"components":[{"id":"e488455e-8cd1-4926-830b-0d5eba151304","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"e5c40944-ccdc-46d4-a007-f8247461041b","summary":"$170K – $250K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":170000,"maxValue":250000}]}},{"id":"177590bb-3851-4c40-a5c3-fffdf999d3b5","title":"Enterprise Sales Director, Financial Services","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:12:21.367+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/177590bb-3851-4c40-a5c3-fffdf999d3b5","applyUrl":"https://jobs.ashbyhq.com/sierra/177590bb-3851-4c40-a5c3-fffdf999d3b5/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"bc3e2be3-1c4e-4cec-b567-49df23c3e40a","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"30babd3b-2007-4278-bc5d-e86e980a0b79","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"170efd48-b0a7-4d4c-8629-4a5af5f2a601","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"31db8389-2352-4f0f-94e9-79d9a86fb508","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}],"summaryComponents":[{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000}]}},{"id":"0ac7b498-682e-4bea-950f-a7e6d46bb5dc","title":"Enterprise Sales Director - Strategic, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:12:03.187+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/0ac7b498-682e-4bea-950f-a7e6d46bb5dc","applyUrl":"https://jobs.ashbyhq.com/sierra/0ac7b498-682e-4bea-950f-a7e6d46bb5dc/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$375K - CA$430K","compensationTiers":[{"id":"d9c2b713-2c33-4549-a891-a01b95c66416","tierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"d5f2056b-b911-4620-83c3-c62883f2c44b","summary":"CA$375K – CA$430K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000},{"id":"35cf21bb-766b-4e9d-b36c-e3e87fe5545c","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"56702867-7256-427d-9680-b6f0ea65d4c0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}},{"id":"f50329e5-56e3-4f50-9607-8e72c02e04ca","title":"Enterprise Sales Director - Strategic, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:12:00.557+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/f50329e5-56e3-4f50-9607-8e72c02e04ca","applyUrl":"https://jobs.ashbyhq.com/sierra/f50329e5-56e3-4f50-9607-8e72c02e04ca/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$315K – $370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$315K - $370K","compensationTiers":[{"id":"4ecb94d5-6d14-42c9-bbcf-96dd793a81cc","tierSummary":"$315K – $370K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"cd6f6e30-94e2-4fd6-8861-02059342a2c2","summary":"$315K – $370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":315000,"maxValue":370000},{"id":"6e469c25-dbe0-40ab-8171-f2a738ceeed1","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"4f9f2016-86c1-4275-831b-8d517121faeb","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":315000,"maxValue":370000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"7ec62895-e3b6-4a01-8d4b-df3909cbbbb8","title":"Enterprise Sales Director - Strategic, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:11:51.713+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7ec62895-e3b6-4a01-8d4b-df3909cbbbb8","applyUrl":"https://jobs.ashbyhq.com/sierra/7ec62895-e3b6-4a01-8d4b-df3909cbbbb8/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$375K - CA$430K","compensationTiers":[{"id":"da0f00ff-b7bb-4989-9a0f-cf89741cdc22","tierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"f6abda32-67f2-4721-ab21-167e94226655","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"bdd93414-799b-4414-a2d9-aa2a48705600","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"f4a0e35d-3aff-4c1c-97a0-63733968625d","summary":"CA$375K – CA$430K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000}]}},{"id":"e17cc0d2-9eee-476f-8fe2-b7b7ba8faa85","title":"Enterprise Sales Director - Strategic, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:11:49.353+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e17cc0d2-9eee-476f-8fe2-b7b7ba8faa85","applyUrl":"https://jobs.ashbyhq.com/sierra/e17cc0d2-9eee-476f-8fe2-b7b7ba8faa85/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$315K – $370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$315K - $370K","compensationTiers":[{"id":"4220038f-4ace-4c3f-ad3f-17bdea3b6f80","tierSummary":"$315K – $370K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"61f8d84b-9899-4dc9-b339-5cdd21ac806e","summary":"$315K – $370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":315000,"maxValue":370000},{"id":"7efccec1-1f39-4739-8eec-63ca0ec543c6","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"5d822235-8a68-44c3-9d03-c339c09cab1a","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":315000,"maxValue":370000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"a79b2ff9-fa5e-4ab5-ac08-91916998bf91","title":"Enterprise Sales Director - Strategic","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}}],"publishedAt":"2026-08-05T04:11:21.800+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/a79b2ff9-fa5e-4ab5-ac08-91916998bf91","applyUrl":"https://jobs.ashbyhq.com/sierra/a79b2ff9-fa5e-4ab5-ac08-91916998bf91/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n - Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$375K - CA$430K","compensationTiers":[{"id":"b23d77bb-70d6-4430-8529-e0d060334444","tierSummary":"CA$375K – CA$430K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"6e3dc074-5079-4acb-a9b9-82773a92d81e","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"id":"3f4e41ae-3674-4db7-ab56-27d132b313a5","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"5b386f9d-d586-4065-865f-57d32a9b6b80","summary":"CA$375K – CA$430K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":375000,"maxValue":430000}]}},{"id":"3ad32de4-8fe4-4a68-8be9-30a28a320046","title":"Enterprise Sales Director - Strategic","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:11:19.387+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/3ad32de4-8fe4-4a68-8be9-30a28a320046","applyUrl":"https://jobs.ashbyhq.com/sierra/3ad32de4-8fe4-4a68-8be9-30a28a320046/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.
Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.
Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.
Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.
Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.
Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.
Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.
Mastery of complex deal structuring, risk navigation, and pricing.
Exceptional executive communication and a reputation for precision and trust.
Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.
Experience operating alongside founders/executives in front of strategic customers.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nWHAT YOU'LL DO\n\n - Architect Sierra's most complex deals: Lead our largest multi-BU, multi-geo opportunities, designing sophisticated deal structures and managing risk with precision and conviction.\n\n - Operate as part of the customer's team: Hold trusted relationships across the customer C-suite and working teams.\n\n - Engage at the founder level: Be trusted to regularly engage and manage Sierra's co-founders in front of customers, pitching with co-founder-like conviction and expertise.\n\n - Bring precision to everything: Operate with exacting craft in messaging, positioning, and timing across every interaction.\n\n - Shape strategy: Influence how Sierra approaches its most important accounts and set the standard for the broader sales org.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 10-12+ years of enterprise/strategic sales experience, owning the largest and most complex accounts.\n\n - Demonstrated success closing multi-million-dollar, multi-stakeholder deals spanning business units and geographies.\n\n - Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Deep, sustained C-suite relationships and the gravitas to be treated as a peer by executive buyers.\n\n - Mastery of complex deal structuring, risk navigation, and pricing.\n\n - Exceptional executive communication and a reputation for precision and trust.\n\n\nEVEN BETTER...\n\n - Deep familiarity with the AI landscape and the ability to speak credibly to technical and business stakeholders alike.\n\n - Experience operating alongside founders/executives in front of strategic customers.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$300K – $345K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$300K - $345K","compensationTiers":[{"id":"a03b1336-b7ed-4ccc-a6c9-2faa2eaf588b","tierSummary":"$300K – $345K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"589b9e63-0433-424d-963e-1f708bbbeeb9","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"id":"8df9e593-84bc-41d8-8238-5d9fa69090e1","summary":"$300K – $345K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":300000,"maxValue":345000},{"id":"9145a389-60c9-47f3-b42a-57a4d8cc82da","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null},{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":300000,"maxValue":345000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null}]}},{"id":"1e89171e-b7c4-4eca-a624-db96771505ce","title":"Enterprise Sales Director, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:13:15.340+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/1e89171e-b7c4-4eca-a624-db96771505ce","applyUrl":"https://jobs.ashbyhq.com/sierra/1e89171e-b7c4-4eca-a624-db96771505ce/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"6dc99e53-7809-4aff-a0c8-c1573be067be","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"5b885c7b-a9d3-43fc-b0dd-c3009e93d16c","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000},{"id":"eaf4c079-574a-4e38-a404-b1d2da82831d","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"2786e302-5dd3-4aff-b962-833c096ea15e","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}},{"id":"7103380f-de16-4d28-968d-38fb5f0c9ce6","title":"Enterprise Sales Director, Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:13:13.288+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/7103380f-de16-4d28-968d-38fb5f0c9ce6","applyUrl":"https://jobs.ashbyhq.com/sierra/7103380f-de16-4d28-968d-38fb5f0c9ce6/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $280K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $280K","compensationTiers":[{"id":"2c8726d4-122a-492f-9fbc-317ddb59b48c","tierSummary":"$260K – $280K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"ed9459dc-7920-4f73-832f-a993e84389dd","summary":"$260K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000},{"id":"3af94141-375f-494a-b455-9fa602c3a975","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"ea027cc3-fee7-4f7b-af14-526f8a8070aa","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"99858356-70b7-4c3a-aefb-87415e3fdbad","title":"Enterprise Sales Director, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-05T04:13:26.814+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Canada"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/99858356-70b7-4c3a-aefb-87415e3fdbad","applyUrl":"https://jobs.ashbyhq.com/sierra/99858356-70b7-4c3a-aefb-87415e3fdbad/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"CA$305K - CA$370K","compensationTiers":[{"id":"9f6b84fd-69ae-4680-98f2-fc4ac601d770","tierSummary":"CA$305K – CA$370K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"0cf36b3f-2f20-4b29-a7fc-bf7dea608734","summary":"CA$305K – CA$370K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000},{"id":"485f7702-4b78-4fc8-b455-061fa099b17f","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"79e93862-8a64-4d1b-b062-8e339890c5bf","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"CAD","minValue":305000,"maxValue":370000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"CAD","minValue":null,"maxValue":null}]}},{"id":"ae852ea8-a4fb-40b2-a390-e06f34622d9e","title":"Enterprise Sales Director, Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"San Francisco, CA","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T04:13:24.623+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ae852ea8-a4fb-40b2-a390-e06f34622d9e","applyUrl":"https://jobs.ashbyhq.com/sierra/ae852ea8-a4fb-40b2-a390-e06f34622d9e/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.
Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.
Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.
Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.
Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.
Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.
6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
Strong communication skills: Exceptional verbal and written communication abilities.
Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.
Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.\n\n - Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.\n\n - Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.\n\n - Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.\n\n - Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.\n\n - Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.\n\n\nWHAT YOU'LL BRING\n\n - 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.\n\n - Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.\n\n - Strong communication skills: Exceptional verbal and written communication abilities.\n\n - Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.\n\n - Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.\n\n\nEVEN BETTER...\n\n - Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$260K – $280K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$260K - $280K","compensationTiers":[{"id":"0a8cbbbd-a52a-4b22-8684-a9a087d2ff9b","tierSummary":"$260K – $280K • Offers Equity • Offers Commission","title":"United States","additionalInformation":null,"components":[{"id":"29cb5785-f3a3-40a6-a52c-d1b0fcf8f6b8","summary":"$260K – $280K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000},{"id":"6ca9a54f-59e9-4aad-98cb-fd39f3e8ebc3","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"ad3d73f3-4174-47cb-bd05-65582256da21","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":260000,"maxValue":280000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"17bd055c-c281-4c01-bf61-671710b25cc0","title":"Enterprise Sales Engineer, Retail","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"US - Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T21:26:31.300+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/17bd055c-c281-4c01-bf61-671710b25cc0","applyUrl":"https://jobs.ashbyhq.com/sierra/17bd055c-c281-4c01-bf61-671710b25cc0/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.
Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.
Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.
GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE RETAIL TEAM\n\n - Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.\n\n - Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.\n\n - Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.\n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $270K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$160K - $270K","compensationTiers":[{"id":"9705a891-04f3-44a4-9402-978b82678abf","tierSummary":"$160K – $270K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"74935bb8-9b03-4d61-b2e4-6a439b083d2d","summary":"$160K – $270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"id":"9c9caf53-3183-4bc5-a7c9-70fe9a1796c4","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"26065192-9cc5-4e42-bd58-abf0ca6250c0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"ab7ce8a1-d088-4808-93e2-a4162c315821","title":"Enterprise Sales Engineer, Healthcare","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"US - Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T21:26:34.070+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/ab7ce8a1-d088-4808-93e2-a4162c315821","applyUrl":"https://jobs.ashbyhq.com/sierra/ab7ce8a1-d088-4808-93e2-a4162c315821/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.
Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.
Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.
GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE HEALTHCARE TEAM\n\n - Our healthcare agents already reach over 50% of U.S. families. We partner with leading health plans, providers, and healthcare platforms to deliver AI agents that handle some of the most sensitive and high stakes conversations in any industry. From helping members understand their benefits to resolving billing questions with empathy, our healthcare agents are transforming how patients and policyholders interact with the healthcare system.\n\n - Our healthcare customers include major health insurance networks, nonprofit providers, multi-site primary and urgent care practices, healthcare diagnostics companies, and healthcare financial platforms.\n\n - Join us to transform the patient experience across the healthcare system—and help build technology that makes care more accessible, more human and more affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $270K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$160K - $270K","compensationTiers":[{"id":"9705a891-04f3-44a4-9402-978b82678abf","tierSummary":"$160K – $270K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"74935bb8-9b03-4d61-b2e4-6a439b083d2d","summary":"$160K – $270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"id":"9c9caf53-3183-4bc5-a7c9-70fe9a1796c4","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"26065192-9cc5-4e42-bd58-abf0ca6250c0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}},{"id":"41fa146b-73a4-41d0-a546-bcf504945772","title":"Enterprise Sales Engineer, Financial Services","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"San Francisco, CA","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[{"location":"US - Remote","address":{"postalAddress":{"addressCountry":"United States","addressLocality":""}}},{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"Atlanta, GA","address":{"postalAddress":{"addressRegion":"GA","addressCountry":"United States","addressLocality":"Atlanta"}}}],"publishedAt":"2026-08-05T21:26:35.986+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/41fa146b-73a4-41d0-a546-bcf504945772","applyUrl":"https://jobs.ashbyhq.com/sierra/41fa146b-73a4-41d0-a546-bcf504945772/application","descriptionHtml":"At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.
Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.
Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.
GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.
Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.
Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.
5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.
Past experience in demo building, and presenting, and working with customers or clients in the GTM function.
Experience in relationship-building with potential customers, including executives and technical leaders.
Experience in leading the sales process with Enterprise customers.
Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience
Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.
AI-related experience (or experience in a similarly modern and highly technical industry).
Experience translating code, technical logic and user requirements to product and engineering requirements.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.
We want our benefits to reflect our values and offer the following to full-time employees:
Flexible (unlimited) paid time off
Medical, dental, and vision benefits for you and your family
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Lunch, as well as delicious snacks and coffee to keep you energized
Discretionary benefit stipend giving people the ability to spend where it matters most
Free alphorn lessons
These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.
","descriptionPlain":"ABOUT US\n\nAt Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.\n\nWe are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.\n\nOur co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. \n\n\nABOUT THE FINANCIAL SERVICES TEAM\n\n - Our financial services customers span systemically important banks, neobanks committed to building more delightful banking software (1 in 3 of the world's leading banks use Sierra!), insurers that provide protection for life’s most challenging moments, vertically integrated ecosystems like Rocket Companies, and more. The decisions we make impact millions of end customers and billions of dollars in economic activity.\n\n - Our financial services team partners closely with these organizations to set their AI strategies and build modern tools that carefully handle moments when a person’s private anxiety meets an institution’s procedural muscle - the instant before a family learns whether they are pre-approved for a mortgage; the claustrophobic half hour after someone notices a fraudulent charge; the frustrating experience of losing a card and needing to order a new one.\n\n - Sierra’s Financial Services team is transforming the customer experience and building technology that makes the industry more accessible, human, and affordable for everyone.\n\n\nWHAT YOU'LL DO\n\n - GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.\n\n - Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.\n\n - Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.\n\n\nWHAT YOU'LL BRING\n\n - 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.\n\n - Past experience in demo building, and presenting, and working with customers or clients in the GTM function.\n\n - Experience in relationship-building with potential customers, including executives and technical leaders.\n\n - Experience in leading the sales process with Enterprise customers.\n\n - Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience\n\n - Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.\n\n\nEVEN BETTER...\n\n - AI-related experience (or experience in a similarly modern and highly technical industry).\n\n - Experience translating code, technical logic and user requirements to product and engineering requirements.\n\n\nOUR VALUES\n\n - Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.\n\n - Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.\n\n - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.\n\n - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.\n\n - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.\n\n\nWHAT WE OFFER\n\nWe want our benefits to reflect our values and offer the following to full-time employees:\n\n - Flexible (unlimited) paid time off\n\n - Medical, dental, and vision benefits for you and your family\n\n - Life insurance and disability benefits\n\n - Retirement plan dependent on country of employment\n\n - Parental leave\n\n - Fertility and family building benefits through Carrot\n\n - Lunch, as well as delicious snacks and coffee to keep you energized \n\n - Discretionary benefit stipend giving people the ability to spend where it matters most\n\n - Free alphorn lessons\n\nThese benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.\n\n\n\n\nBE YOU, WITH US\n\nWe're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.","compensation":{"compensationTierSummary":"$160K – $270K • Offers Equity • Offers Commission","scrapeableCompensationSalarySummary":"$160K - $270K","compensationTiers":[{"id":"9705a891-04f3-44a4-9402-978b82678abf","tierSummary":"$160K – $270K • Offers Equity • Offers Commission","title":null,"additionalInformation":null,"components":[{"id":"74935bb8-9b03-4d61-b2e4-6a439b083d2d","summary":"$160K – $270K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"id":"9c9caf53-3183-4bc5-a7c9-70fe9a1796c4","summary":"Offers Equity","compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"id":"26065192-9cc5-4e42-bd58-abf0ca6250c0","summary":"Offers Commission","compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":160000,"maxValue":270000},{"compensationType":"EquityPercentage","interval":"NONE","currencyCode":null,"minValue":null,"maxValue":null},{"compensationType":"Commission","interval":"1 YEAR","currencyCode":"USD","minValue":null,"maxValue":null}]}}],"apiVersion":"1"}