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."},{"id":"41e66706-b647-4ab1-8c7f-8f2975babba7","title":"Sales Director","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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":"2024-07-12T05:35:07.114+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.
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.
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 - 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."},{"id":"d77487f9-bab3-44c6-be18-744e7125c8b3","title":"Software Engineer, Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"7b187556-fda6-4b17-8df1-a93279573876","title":"Recruiting Coordinator (Contract)","department":"Operations","team":"Recruiting","employmentType":"Contract","location":"San Francisco, CA","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."},{"id":"422cb7bb-ab03-447b-808c-6d72f59bbd2f","title":"Product Manager, Agent Data Platform","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"effd7cd2-8a28-4bae-a3b8-40720ba09717","title":"Product Manager, Agent Development","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"9501ffa2-b433-4f51-b7f0-d8e53e37442d","title":"Enterprise Account Executive, Europe","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","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."},{"id":"b7d1dbcd-ca72-472f-b15e-5b4b0f886be0","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"ba780c1d-ebd7-45b8-8c99-12666af5bfa3","title":"Product Designer","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"fed8ca9a-0bb7-44ef-a541-0be6a8ae7bba","title":"Product Manager, Agent Development (German speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"e9f5fdb6-91ee-4c55-9230-41ec8865650e","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"b4b762e6-8ce7-4ea7-b9b3-40c04f62135a","title":"Product Manager, Agent Development","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"b3829801-8e0b-4047-8cd8-8a51c87028fd","title":"Software Engineer, Agent Architecture","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"bbef339c-3365-40df-804b-ece245386b43","title":"Security Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"c56c272f-86e0-43c8-b3eb-6f6b1cec3b36","title":"Sales Engineer (German speaking)","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"London","secondaryLocations":[],"publishedAt":"2026-01-14T19:44:07.529+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c56c272f-86e0-43c8-b3eb-6f6b1cec3b36","applyUrl":"https://jobs.ashbyhq.com/sierra/c56c272f-86e0-43c8-b3eb-6f6b1cec3b36/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 German 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 German 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."},{"id":"ba9ca2da-c0c3-4673-b496-f820223c77c1","title":"Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"London","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."},{"id":"7053ca02-ee36-48cc-b331-9d795a966c4c","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"6c3fb4c1-e6ba-4e47-8d02-93ea89e75619","title":"Event Marketer","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"f391b10c-7a4a-42b4-9887-dd32b31d6e4e","title":"Software Engineer, Frontend","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"fd955efb-b782-4be3-ae81-30b5d75d8a3d","title":"Presentation Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-02-11T16:12:10.436+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/fd955efb-b782-4be3-ae81-30b5d75d8a3d","applyUrl":"https://jobs.ashbyhq.com/sierra/fd955efb-b782-4be3-ae81-30b5d75d8a3d/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 compelling storytelling through visual design. You'll lead the creation of presentation materials that not only inform but captivate. You’ll elevate complex concepts and data into clear, on-brand narratives that resonate across audiences—from enterprise buyers to internal stakeholders.
Own presentation design end-to-end. Develop decks for high-stakes moments such as GTM launches, executive keynotes, customer pitches, investor communications, and internal all-hands.
Craft design systems and templates. Build and maintain presentation templates, icon libraries, and visual systems that ensure consistency and empower self-service across the company.
Push brand innovation. As part of the broader creative team, contribute to our evolving brand identity and help push our visual storytelling forward in tandem with marketing, product, and executive teams.
Collaborate across functions. Partner with marketing, sales, product, and leadership to transform strategic ideas into presentation narratives that align with business goals.
Expand creative reach. Support the design and visual direction of adjacent media like thought leadership content, sales enablement tools, and more.
Proven experience: 8+ years of experience designing impactful presentations for fast-growing B2B, SaaS, or AI-driven companies. You’ve built decks that moved markets, closed deals, and sparked alignment.
Strategic thinking: You don’t just “make things pretty.” You translate ideas into narratives that influence, simplify, and inspire.
Expert design craft: Mastery of Google Slides, Figma, and Keynote. Familiarity with Adobe Creative Suite and motion tools like After Effects is a plus.
Creative range: Comfort designing across styles—from corporate pitch decks to highly visual, narrative-driven event presentations.
Strong collaboration: A natural partner to marketers, sales leaders, product managers, and executives. You know how to gather input, iterate quickly, and defend strong design decisions.
Excellent communication: Skilled at articulating the “why” behind your work and presenting to both creative and non-creative audiences.
High standards: An eye for pixel-perfect alignment, typography, and consistency. You sweat the details others miss.
Adaptability and drive: Comfortable operating in a fast-paced, AI-powered environment where priorities can shift quickly. You stay calm, focused, and driven to deliver high-quality work.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 compelling storytelling through visual design. You'll lead the creation of presentation materials that not only inform but captivate. You’ll elevate complex concepts and data into clear, on-brand narratives that resonate across audiences—from enterprise buyers to internal stakeholders.\n\n - Own presentation design end-to-end. Develop decks for high-stakes moments such as GTM launches, executive keynotes, customer pitches, investor communications, and internal all-hands.\n\n - Craft design systems and templates. Build and maintain presentation templates, icon libraries, and visual systems that ensure consistency and empower self-service across the company.\n\n - Push brand innovation. As part of the broader creative team, contribute to our evolving brand identity and help push our visual storytelling forward in tandem with marketing, product, and executive teams.\n\n - Collaborate across functions. Partner with marketing, sales, product, and leadership to transform strategic ideas into presentation narratives that align with business goals.\n\n - Expand creative reach. Support the design and visual direction of adjacent media like thought leadership content, sales enablement tools, and more.\n\n\nWHAT YOU’LL BRING\n\n - Proven experience: 8+ years of experience designing impactful presentations for fast-growing B2B, SaaS, or AI-driven companies. You’ve built decks that moved markets, closed deals, and sparked alignment.\n\n - Strategic thinking: You don’t just “make things pretty.” You translate ideas into narratives that influence, simplify, and inspire.\n\n - Expert design craft: Mastery of Google Slides, Figma, and Keynote. Familiarity with Adobe Creative Suite and motion tools like After Effects is a plus.\n\n - Creative range: Comfort designing across styles—from corporate pitch decks to highly visual, narrative-driven event presentations.\n\n - Strong collaboration: A natural partner to marketers, sales leaders, product managers, and executives. You know how to gather input, iterate quickly, and defend strong design decisions.\n\n - Excellent communication: Skilled at articulating the “why” behind your work and presenting to both creative and non-creative audiences.\n\n - High standards: An eye for pixel-perfect alignment, typography, and consistency. You sweat the details others miss.\n\n - Adaptability and drive: Comfortable operating in a fast-paced, AI-powered environment where priorities can shift quickly. You stay calm, focused, and driven to deliver high-quality work.\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."},{"id":"f4319197-e898-4756-a7f2-af884fe1e0c7","title":"Software Engineer, Intelligence","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"548eccd8-85c7-4cfa-a145-1c6ba5c17dc2","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"38f06024-4ee9-47d6-a36f-f2791ac1e412","title":"Product Manager, Agent Development (French speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"4892f01e-8871-4b32-8963-527f1cf8db5d","title":"Product Manager, Agent Development (Spanish speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"c25ca18c-dbe6-439d-9a40-ce23b40c323c","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.
MBA or comparable experience at the intersection of technology and operations is a strong 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\n\nWHAT YOU’LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU’LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.\n \n - MBA or comparable experience at the intersection of technology and operations is a strong 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."},{"id":"9ebc3a79-82bf-478d-bd98-d473d41bdeaf","title":"Software Engineer, Agent (German speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"9d9e7d4a-2a27-4f64-9b1f-d79c5d3f129a","title":"Software Engineer, Agent (French speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"2e5e46fd-9444-4768-94aa-2ef2bba54618","title":"Enterprise Account Executive, Benelux","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Paris","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."},{"id":"aadfc0a0-93f6-454b-9767-c24793fa3eff","title":"Software Engineer, Agent (Spanish speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"9f5b273f-1604-4b5b-bbbb-13cf0af35150","title":"Enterprise Account Executive, Europe (Italian speaking)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","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."},{"id":"ef109d91-43de-4f96-94e5-fac6f1d8c8e1","title":"Sales Director, Spain","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Madrid","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."},{"id":"b6d4c3fe-5ca9-46f9-ba56-fbb190574886","title":"GTM Operations, Planning","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-06-04T23:09:42.900+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/b6d4c3fe-5ca9-46f9-ba56-fbb190574886","applyUrl":"https://jobs.ashbyhq.com/sierra/b6d4c3fe-5ca9-46f9-ba56-fbb190574886/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 our GTM planning processes end-to-end, including annual and quarterly planning, quota and target setting, and capacity and headcount planning across the go-to-market organization.
Partner with GTM and Finance leadership to develop revenue forecasts, performance goals, and resource allocation plans that support company growth objectives.
Own sales compensation and incentive programs, including plan design, administration, and quota setting.
Deliver actionable GTM performance insights by identifying key business drivers, opportunities, and risks, and translating them into recommendations that improve efficiency, productivity, and execution.
Serve as a strategic partner to GTM, Finance, and Operations leadership, driving cross-functional alignment on goals, building stakeholder buy-in, and enabling effective decision-making and execution across the organization.
5–8 years of experience: background in private equity, venture capital, investment banking, or consulting, plus business planning or strategic finance experience at a high-growth technology company.
Exceptional financial modeling and analytical skills, with a demonstrated ability to build forecasts, evaluate business performance, and translate complex data into actionable recommendations.
Experience owning or supporting annual planning, revenue forecasting, sales compensation, or other business planning processes.
Strong executive communication and stakeholder management skills, with a track record of influencing decisions and building alignment across senior cross-functional stakeholders.
A highly structured, detail-oriented problem solver who can navigate ambiguity, independently drive initiatives, and balance analytical rigor with practical business judgment.
SQL proficiency and experience with BI tools such as Hex, Tableau, or similar analytics platforms.
Prior ownership of GTM planning processes, including sales compensation and quotas.
Previous startup or 0 to 1 operational experience in a high-growth AI or SaaS 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 - Own our GTM planning processes end-to-end, including annual and quarterly planning, quota and target setting, and capacity and headcount planning across the go-to-market organization.\n\n - Partner with GTM and Finance leadership to develop revenue forecasts, performance goals, and resource allocation plans that support company growth objectives.\n\n - Own sales compensation and incentive programs, including plan design, administration, and quota setting.\n\n - Deliver actionable GTM performance insights by identifying key business drivers, opportunities, and risks, and translating them into recommendations that improve efficiency, productivity, and execution.\n\n - Serve as a strategic partner to GTM, Finance, and Operations leadership, driving 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 - 5–8 years of experience: background in private equity, venture capital, investment banking, or consulting, plus business planning or strategic finance experience at a high-growth technology company.\n\n - Exceptional financial modeling and analytical skills, with a demonstrated ability to build forecasts, evaluate business performance, and translate complex data into actionable recommendations.\n\n - Experience owning or supporting annual planning, revenue forecasting, sales compensation, or other business planning processes.\n\n - Strong executive communication and stakeholder management skills, with a track record of influencing decisions and building alignment across senior cross-functional stakeholders.\n\n - A highly structured, detail-oriented problem solver who can navigate ambiguity, independently drive initiatives, and balance analytical rigor with practical business judgment.\n\n\nEVEN BETTER...\n\n - SQL proficiency and experience with BI tools such as Hex, Tableau, or similar analytics platforms.\n\n - Prior ownership of GTM planning processes, including sales compensation and quotas.\n\n - Previous startup or 0 to 1 operational experience in a high-growth AI or SaaS 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."},{"id":"48fb4d34-8622-45fc-9fca-f8f20b6d034a","title":"People Operations ","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2025-09-19T14:47:50.282+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/48fb4d34-8622-45fc-9fca-f8f20b6d034a","applyUrl":"https://jobs.ashbyhq.com/sierra/48fb4d34-8622-45fc-9fca-f8f20b6d034a/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.
Full Employee Lifecycle: Manage all aspects of the employee lifecycle, including pre-boarding, onboarding, Sierra 101 & 102 programs, offboarding, and employee changes, with a strong focus on creating a seamless employee experience.
Process Design & Improvements: Define and refine People processes and best practices. As an early member of our Operations team, you’ll have the opportunity to build our People playbook and continuously optimize operations as Sierra scales.
Performance Management: Create and operationalize performance review processes and develop frameworks for evaluating and growing talent.
New Initiatives: Lead employee engagement initiatives such as surveys, knowledge wikis, learning & development programs, and other people-focused programs.
Systems & Tools: Manage HR systems, build and maintain operational dashboards to track key People metrics, and help bring on systems and tools in the future.
Compliance: Ensure HR policies and practices comply with all federal, state, and local regulations. Maintain accurate employee records and documentation. Support audits and reporting requirements, and help develop training and communication to keep the organization aligned with egal and regulatory standards.
8+ years of proven experience in Human Resources, People Operations, or related operational roles.
Exceptional communication and relationship-building skills, with the ability to listen, understand, and deliver solutions for employees and business partners.
Strong project management skills: detail, process-oriented, systems thinker, able to manage shifting priorities in a fast-paced environment.
Highly collaborative, capable of working with diverse stakeholders, and developing practical, scalable solutions for people-related topics.
Self-driven operator and a willingness to think outside the box to move fast.
Experience scaling a startup, with a proven ability to design and implement processes for a rapidly growing organization.
Experience with People Analytics and creating dashboards (e.g., Tableau) to track trends and inform strategy.
Experience building databases, and improving HR operational systems.
Familiarity with emerging AI tools
Experience with HRIS
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 - Full Employee Lifecycle: Manage all aspects of the employee lifecycle, including pre-boarding, onboarding, Sierra 101 & 102 programs, offboarding, and employee changes, with a strong focus on creating a seamless employee experience.\n\n - Process Design & Improvements: Define and refine People processes and best practices. As an early member of our Operations team, you’ll have the opportunity to build our People playbook and continuously optimize operations as Sierra scales.\n\n - Performance Management: Create and operationalize performance review processes and develop frameworks for evaluating and growing talent.\n\n - New Initiatives: Lead employee engagement initiatives such as surveys, knowledge wikis, learning & development programs, and other people-focused programs.\n\n - Systems & Tools: Manage HR systems, build and maintain operational dashboards to track key People metrics, and help bring on systems and tools in the future.\n\n - Compliance: Ensure HR policies and practices comply with all federal, state, and local regulations. Maintain accurate employee records and documentation. Support audits and reporting requirements, and help develop training and communication to keep the organization aligned with egal and regulatory standards.\n\n\nWHAT YOU’LL BRING\n\n - 8+ years of proven experience in Human Resources, People Operations, or related operational roles.\n\n - Exceptional communication and relationship-building skills, with the ability to listen, understand, and deliver solutions for employees and business partners.\n\n - Strong project management skills: detail, process-oriented, systems thinker, able to manage shifting priorities in a fast-paced environment.\n\n - Highly collaborative, capable of working with diverse stakeholders, and developing practical, scalable solutions for people-related topics.\n\n - Self-driven operator and a willingness to think outside the box to move fast.\n\n - Experience scaling a startup, with a proven ability to design and implement processes for a rapidly growing organization.\n\n\nEVEN BETTER…\n\n - Experience with People Analytics and creating dashboards (e.g., Tableau) to track trends and inform strategy.\n\n - Experience building databases, and improving HR operational systems.\n\n - Familiarity with emerging AI tools\n\n - Experience with HRIS\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."},{"id":"e3781010-1f68-484a-b624-9000b1681a57","title":"Office Manager, London","department":"Operations","team":"Workplace","employmentType":"FullTime","location":"London","secondaryLocations":[],"publishedAt":"2026-05-11T17:11:18.803+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/e3781010-1f68-484a-b624-9000b1681a57","applyUrl":"https://jobs.ashbyhq.com/sierra/e3781010-1f68-484a-b624-9000b1681a57/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 organised by managing office supplies, equipment, and kitchen inventory.
Coordinate with building management for office maintenance and repairs.
Serve as main point of contact of workplace vendors including snacks, plants, catering, janitorial etc.
Owning workplace communication slack channels
Help the admin team organise 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.
4-5 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.
Ability to lift, move, and organise office supplies or equipment weighing up to 20 pounds as needed.
Even better...
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 organised by managing office supplies, equipment, and kitchen inventory.\n\n - Coordinate with building management for office maintenance and repairs.\n\n - Serve as main point of contact of workplace vendors including snacks, plants, catering, janitorial etc.\n\n - Owning workplace communication slack channels\n\n - Help the admin team organise 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 \n\n\nWHAT YOU'LL BRING\n\n - 4-5 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 - Ability to lift, move, and organise office supplies or equipment weighing up to 20 pounds as needed.\n\n - Even 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 \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."},{"id":"53a8fd83-3e58-41a4-b014-2da447db820b","title":"Security Technical Program Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-02-12T22:33:56.836+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/53a8fd83-3e58-41a4-b014-2da447db820b","applyUrl":"https://jobs.ashbyhq.com/sierra/53a8fd83-3e58-41a4-b014-2da447db820b/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."},{"id":"c7e3f330-6649-4c42-920d-eb267ebd6d16","title":"Business Development","department":"Partnerships","team":"Partnerships","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"43e6eda7-6e46-43e8-82a5-6e5035f063bb","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","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."},{"id":"b514c750-efde-46ca-b9d3-6e76e64eb6c7","title":"Enterprise Account Executive","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Singapore","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."},{"id":"3914e14a-2339-4d49-97e8-3a0de793cfb1","title":"Software Engineer, Site Reliability (SRE)","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"2dee25a0-a0c1-425e-b67a-9d49fc821369","title":"Agent Engineer, TLM","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"New York, NY","secondaryLocations":[],"publishedAt":"2026-04-30T18:59:28.417+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."},{"id":"8d46d44c-8294-4807-a6b1-5087f0506a38","title":"Strategist, Agent Development (Spanish speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Madrid","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"b1fc320b-d0d2-4ca5-9ce3-2ce8f51cf70e","title":"Strategist, Agent Development (French speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Paris","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"3437596e-e545-42a9-af82-9947fabf828c","title":"Strategist, Agent Development (Spanish speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"ed38b1c1-2862-4e40-9894-3c6f20f7a785","title":"Strategist, Agent Development (French speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"df431e56-56f5-42ed-bc62-7d6f7041bd27","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Madrid","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."},{"id":"e9f85c28-882b-4fc6-b7e1-b24b17b54599","title":"Commercial Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"6207b02d-d334-4000-b84e-2af779171838","title":"Software Engineer, Agent (Italian speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"b89816c1-80b2-449b-b69e-2c261b8e9e23","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Paris","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."},{"id":"9dc1651d-43e9-4970-a757-a5223cef1c4d","title":"Product Manager, Agent Development (Arabic speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"1045b1db-228b-40df-97d8-a8f9371d35bd","title":"Strategist, Agent Development (German speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"034c2c56-357f-4ed2-9da7-f4d36a999385","title":"Strategist, Agent Development (Arabic speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"edf44ab4-538b-4e65-b93c-392c950b9fe6","title":"Product Manager, Agent Development ","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"Tokyo","secondaryLocations":[],"publishedAt":"2025-12-04T20:36:18.291+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/edf44ab4-538b-4e65-b93c-392c950b9fe6","applyUrl":"https://jobs.ashbyhq.com/sierra/edf44ab4-538b-4e65-b93c-392c950b9fe6/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.
Strong English and Japanese communication skills.
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 - Strong English and Japanese communication skills.\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."},{"id":"2e07f536-bbaa-4cc0-957a-774ddf99de64","title":"Product Manager, Agent Development (Italian speaking)","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"London","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."},{"id":"ce463311-0c6c-43d9-ab79-dd751743104f","title":"Software Engineer, Agent (Arabic speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"fe103c28-bc7e-433e-ad82-90a1655cba32","title":"Enterprise Account Executive, Europe (Arabic speaking)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","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."},{"id":"0e73be8d-e05f-4c47-aa74-416b2984334c","title":"Strategist, Agent Development (Italian speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"8f9d2381-aa28-4ad8-bdbd-8b6a7585b56c","title":"ソフトウェアエンジニア・エージェント(Software Engineer, Agent)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Tokyo","secondaryLocations":[],"publishedAt":"2025-12-04T20:36:03.572+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/8f9d2381-aa28-4ad8-bdbd-8b6a7585b56c","applyUrl":"https://jobs.ashbyhq.com/sierra/8f9d2381-aa28-4ad8-bdbd-8b6a7585b56c/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では、企業がAIを活用してより優れた、より人間らしいカスタマーエクスペリエンスを構築できるようにするためのプラットフォームを開発しています。当社はサンフランシスコを拠点とする、対面でのコラボレーションを重視した企業であり、アトランタ、ニューヨーク、ロンドン、パリ、マドリード、ミュンヘン、シンガポール、東京、シドニーにオフィスを展開し、拡大を続けています。
私たちは、行動の核となり、当社の文化を定義する一連の価値観を指針としています。それらの価値観とは、Trust、Customer Obsession、Craftsmanship、Intensity、Familyです。これらが私たちの仕事の基盤であり、あらゆる活動においてこれらを維持・実践することに全力を注いでいます。
SierraはBret TaylorとClay Bavorによって共同創業されました。Bretは、現在OpenAI取締役会の会長です。前職はSalesforceの共同CEOで（彼が創業したQuipをSalesforceが買収）、FacebookでCTOも務めています。またGoogleの最初期のプロダクトマネージャであり、Google Mapを共同開発しました。Clayは、Sierraを創業する前はGoogleに18年在籍し、最後はGoogle Labsの責任者を務めました。それ以前は、GoogleのAR/VR関連事業（Project Starline、Google Lensなど）やGoogle Workspaceのプロダクト＆デザインチームのリーダーも歴任しています。
本番レベルのAIエージェントの設計と提供：高いパフォーマンス、信頼性、直感的な使い易さを備えたAIエージェントを構築・リリースします。これらのAIエージェントは、Sierraの成長に直結する収益をもたらす、中核的かつミッションクリティカルなものとなります。これらはプロトタイプではなく、金融、ヘルスケア、コマースなどの業界の本番環境で稼働する、強力で拡張性の高いシステムです。
エージェント開発ライフサイクル（ADLC）の推進：初期のパイロット作成からデプロイ、そして継続的な反復的改善に至るまで、完全なオーナーシップと裁量権を持ちます。本番環境におけるAIエージェントの構築、チューニング、改善を担当し、その過程でADLCのベストプラクティスの標準を定義していきます。
大企業や最先端スタートアップとのパートナーシップ：世界有数の大企業のリーダーと直接連携し、その企業が直面する重要なビジネス課題を理解したうえで、大規模に展開できるAIエージェントを構築し、業務のあり方を変革します。また、日本の最先端スタートアップとも連携し、事業全体にAIエージェントを組み込むことで、イノベーションと効率化を推進します。
プラットフォームの未来の構築：顧客との直接的な取り組みが、Sierraの中核プラットフォームの進化を方向づけます。満たされていないニーズを見つけ、新しいツールや機能のプロトタイプを作成し、リサーチ、プロダクト、プラットフォームの各チームと協働しながら、AIエージェント開発とSierraのプロダクトの未来を形づくっていきます。
当社のエンジニアチームが最近取り組んだプロジェクトとして以下のようなものがあります。
大手通信会社およびメディア企業向けに、サブスクリプション解約抑止の対応において有人オペレーターを一貫して上回るパフォーマンスを発揮するAIエージェントを設計・構築
故障機器のトラブルシューティングや、パーソナライズされた商品推奨など、複雑な顧客対応を行えるAIエージェントの開発・改善
業界固有のユースケースに合わせた、汎用化可能なAIエージェントフレームワークの作成（金融サービスに関する当社ブログの事例はこちら）
新しいエージェントアーキテクチャ、セルフサービス機能、生成型エージェント開発など、新規プロダクト施策における顧客企業との共同開発の推進
最新の音声モデルを検証し、大企業顧客の環境に大規模導入する方法を検討
エンドツーエンドの本番システムの構築および拡張の経験
優れた技術的問題解決能力（特に急激に変化する、かつ曖昧な環境において）
自ら主体的にモノづくりに取り組み、手を動かして試行錯誤できる人。困難を克服し成果物を完成させるためのクリエイティブなやり方を見つけ出せる人
お客様と直接やり取りしながら、ニーズを理解し、具体的な課題解決に取り組めること
高い日本語コミュニケーション能力。技術系および非技術系の相手に対して、明確、率直、かつ説得力のあるコミュニケーションが取れること
本番環境のAI/LLMの構築およびデプロイの経験
自身による創業または創業期エンジニアの経験。職人技、オーナーシップ、スピードのバランスを取ることの意味を理解している
今日のAIエージェントを支えるツールを習熟している（評価フレームワーク、エージェントツール、RAGパイプライン、プロンプトエンジニアリングなど）
React、TypeScript、Goの経験
お客様とのやり取り、または社外ステークホルダーがいる技術プロジェクトを主導した経験
英語：ビジネスレベル
Trust（信頼）：私たちは、責任を果たし、相手に共感し、高い品質と迅速な対応を貫くことで、お客様との信頼を築きます。AIをより身近で、安全かつ役立つものにすることで、社会からのAIへの信頼にも貢献します。また、仕事でも人としても互いを支え合い、一人ひとりが力を最大限に発揮できる環境をともにつくります。
Customer Obsession（顧客第一）：私たちは、お客様のビジネス目標を深く理解し、技術的な達成ではなく、ビジネス成果の実現に徹底してコミットします。全社員がお客様と直接向き合い、その声を聞き、現場を理解します。お客様に問題が起きたときは、他のすべてに優先して対応し、一刻も早く解決します。
Craftsmanship（卓越したものづくり）：私たちは、文章からシステムアーキテクチャまで、あらゆる細部にこだわります。良いものを見極める審美眼を持ち、違和感を見過ごさず、時間を惜しまず改善します。自らが生み出すプロダクトに誇りを持ち、振り返りと改善を繰り返しながら、常により良い仕事を追求します。
Intensity（高い当事者意識と実行力）：私たちは、スピードが勝敗を分けることを理解しています。常に勝つために行動し、自分たちのプロダクトが最高であることを追求します。そうでないと分かれば、すぐに改善します。失敗は責めるためではなく、次に成功するための学びとしてオープンに共有します。
Family（仲間を大切にする姿勢）：私たちは、ワークライフバランスと高い成果へのこだわりは両立できると考え、それを自らの行動や組織の仕組みで体現します。子育てをする人にとって最高のテクノロジー企業であることを目指します。互いを支え、尊重し、一人ひとりの仕事上・私生活での成果や喜びをともに祝います。
想定年収：2,200万円～4,700万円
株式報酬（Equity）の付与あり
私たちは、福利厚生に私たちの価値観を反映させたいと考えており、正社員に以下を提供しています。
柔軟な（上限のない）有給休暇制度
本人および家族向けの医療、歯科、眼科保険
生命保険および障害保険
雇用国に応じた退職制度
育児休暇
Carrotを通じた、不妊治療および家族形成支援の給付
昼食の支給、およびエネルギーを維持するための美味しいスナックやコーヒーの提供
自分が最も重要だと考える用途に使える裁量型福利厚生手当
アルプホルンの無料レッスン
これらの福利厚生の詳細はSierraの社内規定に定められており、地域によって異なる場合があります。また、適用される報酬・福利厚生制度の条件に従い、随時変更される可能性があります。また、対象となる正社員は、該当する制度や規定に従い、Sierraの株式報酬制度に参加できます。
私たちは、AIの変革的な力を世界中のあらゆる組織にもたらすことを目指しています。そのためには、社員の多様性がお客様の多様性を反映していることが重要だと考えています。チーム内のさまざまなスキルや経験を奨励し、支援し、尊重することで、私たちの仕事や文化はより良いものになると信じています。あなたの経験が募集要項に完全に一致していなくても、応募を歓迎します。私たちは、人種、肌の色、宗教、性別、国籍、年齢、障害、退役軍人としての地位、妊娠、性表現および性自認、性的指向、市民権、その他法律で保護されているいかなる属性に関わらず、すべての応募者を一貫して公平に評価するよう努めています。
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.
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 in Japanese - 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
Business-level English
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
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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会社紹介\n\n - Sierraでは、企業がAIを活用してより優れた、より人間らしいカスタマーエクスペリエンスを構築できるようにするためのプラットフォームを開発しています。当社はサンフランシスコを拠点とする、対面でのコラボレーションを重視した企業であり、アトランタ、ニューヨーク、ロンドン、パリ、マドリード、ミュンヘン、シンガポール、東京、シドニーにオフィスを展開し、拡大を続けています。\n\n - 私たちは、行動の核となり、当社の文化を定義する一連の価値観を指針としています。それらの価値観とは、Trust、Customer Obsession、Craftsmanship、Intensity、Familyです。これらが私たちの仕事の基盤であり、あらゆる活動においてこれらを維持・実践することに全力を注いでいます。\n\n - SierraはBret Taylor https://www.linkedin.com/in/brettaylor/とClay Bavor https://www.linkedin.com/in/claybavor/によって共同創業されました。Bretは、現在OpenAI取締役会の会長です。前職はSalesforceの共同CEOで（彼が創業したQuipをSalesforceが買収）、FacebookでCTOも務めています。またGoogleの最初期のプロダクトマネージャであり、Google Mapを共同開発しました。Clayは、Sierraを創業する前はGoogleに18年在籍し、最後はGoogle Labsの責任者を務めました。それ以前は、GoogleのAR/VR関連事業（Project Starline、Google Lensなど）やGoogle Workspaceのプロダクト＆デザインチームのリーダーも歴任しています。\n\n\n職務内容\n\n - 本番レベルのAIエージェント https://sierra.ai/blog/meet-the-ai-agent-engineerの設計と提供：高いパフォーマンス、信頼性、直感的な使い易さを備えたAIエージェントを構築・リリースします。これらのAIエージェントは、Sierraの成長に直結する収益をもたらす、中核的かつミッションクリティカルなものとなります。これらはプロトタイプではなく、金融、ヘルスケア、コマースなどの業界の本番環境で稼働する、強力で拡張性の高いシステムです。\n\n - エージェント開発ライフサイクル https://sierra.ai/blog/agent-development-life-cycle（ADLC）の推進：初期のパイロット作成からデプロイ、そして継続的な反復的改善に至るまで、完全なオーナーシップと裁量権を持ちます。本番環境におけるAIエージェントの構築、チューニング、改善を担当し、その過程でADLCのベストプラクティスの標準を定義していきます。\n\n - 大企業や最先端スタートアップとのパートナーシップ：世界有数の大企業のリーダーと直接連携し、その企業が直面する重要なビジネス課題を理解したうえで、大規模に展開できるAIエージェントを構築し、業務のあり方を変革します。また、日本の最先端スタートアップとも連携し、事業全体にAIエージェントを組み込むことで、イノベーションと効率化を推進します。\n\n - プラットフォームの未来の構築：顧客との直接的な取り組みが、Sierraの中核プラットフォームの進化を方向づけます。満たされていないニーズを見つけ、新しいツールや機能のプロトタイプを作成し、リサーチ、プロダクト、プラットフォームの各チームと協働しながら、AIエージェント開発とSierraのプロダクトの未来を形づくっていきます。\n\n\nプロジェクトの例\n\n - 当社のエンジニアチームが最近取り組んだプロジェクトとして以下のようなものがあります。\n\n - 大手通信会社およびメディア企業向けに、サブスクリプション解約抑止の対応において有人オペレーターを一貫して上回るパフォーマンスを発揮するAIエージェントを設計・構築\n\n - 故障機器のトラブルシューティングや、パーソナライズされた商品推奨など、複雑な顧客対応を行えるAIエージェントの開発・改善\n\n - 業界固有のユースケースに合わせた、汎用化可能なAIエージェントフレームワークの作成（金融サービスに関する当社ブログ https://sierra.ai/blog/five-ways-to-use-ai-agents-financial-servicesの事例はこちら）\n\n - 新しいエージェントアーキテクチャ、セルフサービス機能、生成型エージェント開発など、新規プロダクト施策における顧客企業との共同開発の推進\n\n - 最新の音声モデルを検証し、大企業顧客の環境に大規模導入する方法を検討\n\n\n求められる経験・スキル\n\n - エンドツーエンドの本番システムの構築および拡張の経験\n\n - 優れた技術的問題解決能力（特に急激に変化する、かつ曖昧な環境において）\n\n - 自ら主体的にモノづくりに取り組み、手を動かして試行錯誤できる人。困難を克服し成果物を完成させるためのクリエイティブなやり方を見つけ出せる人\n\n - お客様と直接やり取りしながら、ニーズを理解し、具体的な課題解決に取り組めること\n\n - 高い日本語コミュニケーション能力。技術系および非技術系の相手に対して、明確、率直、かつ説得力のあるコミュニケーションが取れること\n\n\nあると望ましい経験・スキル\n\n - 本番環境のAI/LLMの構築およびデプロイの経験\n\n - 自身による創業または創業期エンジニアの経験。職人技、オーナーシップ、スピードのバランスを取ることの意味を理解している\n\n - 今日のAIエージェントを支えるツールを習熟している（評価フレームワーク、エージェントツール、RAGパイプライン、プロンプトエンジニアリングなど）\n\n - React、TypeScript、Goの経験\n\n - お客様とのやり取り、または社外ステークホルダーがいる技術プロジェクトを主導した経験\n\n - 英語：ビジネスレベル\n\n\n私たちの価値観\n\n - Trust（信頼）：私たちは、責任を果たし、相手に共感し、高い品質と迅速な対応を貫くことで、お客様との信頼を築きます。AIをより身近で、安全かつ役立つものにすることで、社会からのAIへの信頼にも貢献します。また、仕事でも人としても互いを支え合い、一人ひとりが力を最大限に発揮できる環境をともにつくります。\n\n - Customer Obsession（顧客第一）：私たちは、お客様のビジネス目標を深く理解し、技術的な達成ではなく、ビジネス成果の実現に徹底してコミットします。全社員がお客様と直接向き合い、その声を聞き、現場を理解します。お客様に問題が起きたときは、他のすべてに優先して対応し、一刻も早く解決します。\n\n - Craftsmanship（卓越したものづくり）：私たちは、文章からシステムアーキテクチャまで、あらゆる細部にこだわります。良いものを見極める審美眼を持ち、違和感を見過ごさず、時間を惜しまず改善します。自らが生み出すプロダクトに誇りを持ち、振り返りと改善を繰り返しながら、常により良い仕事を追求します。\n\n - Intensity（高い当事者意識と実行力）：私たちは、スピードが勝敗を分けることを理解しています。常に勝つために行動し、自分たちのプロダクトが最高であることを追求します。そうでないと分かれば、すぐに改善します。失敗は責めるためではなく、次に成功するための学びとしてオープンに共有します。\n\n - Family（仲間を大切にする姿勢）：私たちは、ワークライフバランスと高い成果へのこだわりは両立できると考え、それを自らの行動や組織の仕組みで体現します。子育てをする人にとって最高のテクノロジー企業であることを目指します。互いを支え、尊重し、一人ひとりの仕事上・私生活での成果や喜びをともに祝います。\n\n\n報酬\n\n - 想定年収：2,200万円～4,700万円\n\n - 株式報酬（Equity）の付与あり\n\n\n福利厚生\n\n私たちは、福利厚生に私たちの価値観を反映させたいと考えており、正社員に以下を提供しています。\n\n - 柔軟な（上限のない）有給休暇制度\n\n - 本人および家族向けの医療、歯科、眼科保険\n\n - 生命保険および障害保険\n\n - 雇用国に応じた退職制度\n\n - 育児休暇\n\n - Carrotを通じた、不妊治療および家族形成支援の給付\n\n - 昼食の支給、およびエネルギーを維持するための美味しいスナックやコーヒーの提供\n\n - 自分が最も重要だと考える用途に使える裁量型福利厚生手当\n\n - アルプホルンの無料レッスン\n\nこれらの福利厚生の詳細はSierraの社内規定に定められており、地域によって異なる場合があります。また、適用される報酬・福利厚生制度の条件に従い、随時変更される可能性があります。また、対象となる正社員は、該当する制度や規定に従い、Sierraの株式報酬制度に参加できます。\n\n\n\nあなたらしく、私たちと共に\n\n私たちは、AIの変革的な力を世界中のあらゆる組織にもたらすことを目指しています。そのためには、社員の多様性がお客様の多様性を反映していることが重要だと考えています。チーム内のさまざまなスキルや経験を奨励し、支援し、尊重することで、私たちの仕事や文化はより良いものになると信じています。あなたの経験が募集要項に完全に一致していなくても、応募を歓迎します。私たちは、人種、肌の色、宗教、性別、国籍、年齢、障害、退役軍人としての地位、妊娠、性表現および性自認、性的指向、市民権、その他法律で保護されているいかなる属性に関わらず、すべての応募者を一貫して公平に評価するよう努めています。\n\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\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 in Japanese - 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 - Business-level English\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\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."},{"id":"98c89e11-17f2-42a6-8ea3-2bd4dd10d313","title":"Marketing Manager, Events (Europe) ","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"London","secondaryLocations":[],"publishedAt":"2026-05-13T15:23:25.184+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"England","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/98c89e11-17f2-42a6-8ea3-2bd4dd10d313","applyUrl":"https://jobs.ashbyhq.com/sierra/98c89e11-17f2-42a6-8ea3-2bd4dd10d313/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.
Third-Party & Owned Events: Plan and execute Sierra’s presence at third-party industry conferences as well as Sierra-owned and field events across EMEA, from concept through completion, ensuring each event reflects our brand and mission.
Event Logistics & Coordination: Manage all pre-event logistics – including venue selection, vendor coordination, scheduling, logistics, event agency coordination and management, internal communications– to guarantee smooth operations and a seamless customer experience.
Post-Event Analysis: Track and evaluate event performance and outcomes. This includes gathering attendee feedback, measuring lead generation and ROI, and compiling post-event reports to capture lessons learned and recommendations for improving future events.
Collaboration & Growth: Work closely with the European marketing team, global events team and cross-functional colleagues (e.g. Marketing, Sales, Product) to align event plans with broader company goals.
8+ years of marketing experience, with deep expertise in events and field marketing. You’ve led high-impact B2B marketing programs in EMEA, with a strong track record of using events to drive enterprise pipeline and revenue.
Proven ability to plan, manage and execute exceptional events end-to-end - from executive dinners to large-scale conferences. You know how to design and deliver experiences that stand out—and tie them directly to business outcomes.
Strong commercial mindset and sales partnership. You understand how marketing drives pipeline. You’ve worked closely with regional sales teams and know how to align programs to account priorities and revenue goals.
Operational excellence and attention to detail. You can manage multiple programs across markets, timelines, and stakeholders without sacrificing quality and balancing the budget..
Strong communication and teamwork skills, including the ability to coordinate effectively with vendors, partners, and internal stakeholders. Have a history of managing agency relationships. You can clearly articulate plans, updates, and post-event insights to all levels of the organisation.
Enthusiasm for managing events internationally, with the flexibility to accommodate a dynamic event calendar that requires regular travel.
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.
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 to get things done 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 on attendees. You take pride in building an events portfolio that showcases Sierra’s innovation and company values.
Experience managing agencies and external partners across multiple EMEA markets.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 - Third-Party & Owned Events: Plan and execute Sierra’s presence at third-party industry conferences as well as Sierra-owned and field events across EMEA, from concept through completion, ensuring each event reflects our brand and mission.\n\n - Event Logistics & Coordination: Manage all pre-event logistics – including venue selection, vendor coordination, scheduling, logistics, event agency coordination and management, internal communications– to guarantee smooth operations and a seamless customer experience.\n\n - Post-Event Analysis: Track and evaluate event performance and outcomes. This includes gathering attendee feedback, measuring lead generation and ROI, and compiling post-event reports to capture lessons learned and recommendations for improving future events.\n\n - Collaboration & Growth: Work closely with the European marketing team, global events team and cross-functional colleagues (e.g. Marketing, Sales, Product) to align event plans with broader company goals.\n\n\n\n\nWHAT YOU'LL BRING\n\n - 8+ years of marketing experience, with deep expertise in events and field marketing. You’ve led high-impact B2B marketing programs in EMEA, with a strong track record of using events to drive enterprise pipeline and revenue.\n\n - Proven ability to plan, manage and execute exceptional events end-to-end - from executive dinners to large-scale conferences. You know how to design and deliver experiences that stand out—and tie them directly to business outcomes.\n\n - Strong commercial mindset and sales partnership. You understand how marketing drives pipeline. You’ve worked closely with regional sales teams and know how to align programs to account priorities and revenue goals.\n\n - Operational excellence and attention to detail. You can manage multiple programs across markets, timelines, and stakeholders without sacrificing quality and balancing the budget..\n\n - Strong communication and teamwork skills, including the ability to coordinate effectively with vendors, partners, and internal stakeholders. Have a history of managing agency relationships. You can clearly articulate plans, updates, and post-event insights to all levels of the organisation.\n\n - Enthusiasm for managing events internationally, with the flexibility to accommodate a dynamic event calendar that requires regular travel.\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 - 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 to get things done 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 on attendees. You take pride in building an events portfolio that showcases Sierra’s innovation and company values.\n\n - Experience managing agencies and external partners across multiple EMEA markets.\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."},{"id":"8646493c-93a6-482e-a810-4a0aa6e3438f","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Munich","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."},{"id":"44120ba5-4cf7-48a1-86af-7981c41c179e","title":"Strategist, Agent Development ","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Munich","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"a9e0b5c2-3b06-4dba-94eb-ca8fb057d70c","title":"Sales Director, DACH","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Munich","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."},{"id":"08d96098-7213-44af-98da-f62366189f3b","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Singapore","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.
MBA or comparable experience at the intersection of technology and operations is a strong 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\n\nWHAT YOU’LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\n\n\nWHAT YOU’LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.\n \n - MBA or comparable experience at the intersection of technology and operations is a strong 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."},{"id":"9a630c65-af8c-461b-8fd4-b52ccb431f6f","title":"Technical Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"London","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."},{"id":"201c6046-acb5-4fd4-a685-e993f34ec0d1","title":"Software Engineer, Security","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"ab15547e-5c50-48a8-a560-f56c7bdad587","title":"Strategist, Agent Development (Cantonese Speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Singapore","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity. Proficiency in Cantonese is required to support interactions with Cantonese-speaking clients.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity. Proficiency in Cantonese is required to support interactions with Cantonese-speaking clients.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"1a0a0334-41f8-4c15-9ed8-615336855e5e","title":"Agent Engineer, TLM","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"a4376f1f-10bd-4804-899e-4b98b8245198","title":"Enterprise Sales Leader ","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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."},{"id":"2da4e2ef-2cf3-4df5-9dcd-972bc2a0fb1c","title":"Enterprise Sales Leader","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Madrid","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."},{"id":"1c991675-099f-49dd-9b9b-bd3c9111e65c","title":"GTM Engineer","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"fc6eaada-479c-4ff6-be79-7e267b9ed2b4","title":"Software Engineer, Identity & Enterprise Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"409c7bae-fdfc-4d36-a427-297683063d43","title":"Sales Engineer ","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Tokyo","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."},{"id":"06453dd1-a29f-4aea-bb06-2d49862860e8","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"New York, NY","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."},{"id":"23efd6e0-a64d-4421-b684-bbd44e5c752e","title":"Developer Relations Engineer","department":"Partnerships","team":"Developer Relations","employmentType":"FullTime","location":"London","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."},{"id":"10d2e2f1-6657-40c9-b6fb-6999c76df6cf","title":"Product Manager, Agent SDK","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"1a0e307f-7f02-4971-820c-a244ad909617","title":"Agent Experience Designer, Voice (Multilingual)","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"757f6d53-8849-46b5-b23e-184753c05e62","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Tokyo","secondaryLocations":[],"publishedAt":"2026-02-12T15:28:47.462+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressCountry":"Japan"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/757f6d53-8849-46b5-b23e-184753c05e62","applyUrl":"https://jobs.ashbyhq.com/sierra/757f6d53-8849-46b5-b23e-184753c05e62/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 will be responsible for driving customer outcomes and the success of the AI agents you own. Working closely with Agent Product Managers and Agent Engineers, you will lead the strategy, design, development, and optimization of AI agents that handle thousands of customer interactions every day. You will play a central role in bringing high-quality AI agents to life by combining product strategy, conversational design, and deep customer understanding.
(1) Customer Strategy & Account Management
Build trusted relationships with customers and take ownership of overall account success and health
Serve as the primary point of contact for customers and develop long-term strategic partnerships
Deeply understand customers’ business objectives and define roadmaps for successful AI adoption
Partner with Account Executives (AEs) to drive business outcomes and support account growth
(2) AI Agent Strategy, Design & Development
Lead the design, development, and continuous improvement of conversational AI agents
Leverage Studio, platform capabilities, and solution packages to deliver high-quality AI agents
Partner closely with Product Managers, Engineering, and Core teams to translate customer requirements into scalable product solutions
Drive ongoing optimization and quality improvements across deployed AI agents
(3) Project Leadership & Stakeholder Management
Lead multiple high-impact and complex agent development initiatives simultaneously
Coordinate effectively across technical and non-technical stakeholders throughout the agent development lifecycle
Foster strong relationships and ensure clear communication across customers and internal teams.
Outstanding Japanese Communication Skills: Excellent Japanese verbal and written communication skills for enterprise business settings, with the ability to convey complex technical concepts to non-technical stakeholders, foster collaboration, and drive projects forward with clarity.
Client-Facing Consulting Experience: Whether in AI, digital transformation, or business strategy, experience engaging directly with customers to understand their needs and translate ideas into concrete solutions. Proven ability to lead proof-of-concepts (POCs) and ideally convert them into long-term engagements that drive sustainable value creation.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Business-level English Communication Skills: Experience working in an international company where English is the primary language of communication; native or business-level proficiency in English.
AI Experience: Experience designing AI agents and deploying them in production, collaborating closely with technical counterparts.
Foundational Expertise: Degree in Computer Science, Engineering, Mathematics, or a related technical field, or equivalent practical experience demonstrating comparable expertise; an MBA or comparable experience at the intersection of technology and operations is a strong 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\n\nWHAT YOU’LL DO: AGENT STRATEGIST\n\nAs an Agent Strategist, you will be responsible for driving customer outcomes and the success of the AI agents you own. Working closely with Agent Product Managers and Agent Engineers, you will lead the strategy, design, development, and optimization of AI agents that handle thousands of customer interactions every day. You will play a central role in bringing high-quality AI agents to life by combining product strategy, conversational design, and deep customer understanding.\n\n(1) Customer Strategy & Account Management\n\n - Build trusted relationships with customers and take ownership of overall account success and health\n\n - Serve as the primary point of contact for customers and develop long-term strategic partnerships\n\n - Deeply understand customers’ business objectives and define roadmaps for successful AI adoption\n\n - Partner with Account Executives (AEs) to drive business outcomes and support account growth\n\n(2) AI Agent Strategy, Design & Development\n\n - Lead the design, development, and continuous improvement of conversational AI agents\n\n - Leverage Studio, platform capabilities, and solution packages to deliver high-quality AI agents\n\n - Partner closely with Product Managers, Engineering, and Core teams to translate customer requirements into scalable product solutions\n\n - Drive ongoing optimization and quality improvements across deployed AI agents\n\n(3) Project Leadership & Stakeholder Management\n\n - Lead multiple high-impact and complex agent development initiatives simultaneously\n\n - Coordinate effectively across technical and non-technical stakeholders throughout the agent development lifecycle\n\n - Foster strong relationships and ensure clear communication across customers and internal teams.\n\n\n\nWHAT YOU’LL BRING\n\n - Outstanding Japanese Communication Skills: Excellent Japanese verbal and written communication skills for enterprise business settings, with the ability to convey complex technical concepts to non-technical stakeholders, foster collaboration, and drive projects forward with clarity.\n\n - Client-Facing Consulting Experience: Whether in AI, digital transformation, or business strategy, experience engaging directly with customers to understand their needs and translate ideas into concrete solutions. Proven ability to lead proof-of-concepts (POCs) and ideally convert them into long-term engagements that drive sustainable value creation.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n \n\n\nEVEN BETTER\n\n - Business-level English Communication Skills: Experience working in an international company where English is the primary language of communication; native or business-level proficiency in English.\n\n - AI Experience: Experience designing AI agents and deploying them in production, collaborating closely with technical counterparts.\n\n - Foundational Expertise: Degree in Computer Science, Engineering, Mathematics, or a related technical field, or equivalent practical experience demonstrating comparable expertise; an MBA or comparable experience at the intersection of technology and operations is a strong 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."},{"id":"687a56db-9f2a-42f9-94a0-fa06730c1e10","title":"Security and Compliance Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"f64a5b9d-9650-45ca-8596-bc845e9d8d10","title":"Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Sydney","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."},{"id":"43765060-50c1-4574-8134-428facdb388b","title":"Sales Director","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Canada - Remote","secondaryLocations":[{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}}],"publishedAt":"2026-07-11T02:00:10.168+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.
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.
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 - 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."},{"id":"2a76bb97-2719-413c-94ad-775553e63abd","title":"Strategist, Agent Development - Financial Services","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[{"location":"New York, NY","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}}],"publishedAt":"2026-02-25T22:45:41.828+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 part of Sierra’s Financial Services team, you will own end-to-end enterprise AI deployments for some of the most sophisticated financial institutions in the world. You will partner directly with senior executives to define their AI strategy, translate it into executable programs, and drive high-visibility deployments that handle millions of real customer conversations per year.
Serve as a strategic thought partner to C-suite and senior executives, shaping enterprise AI roadmaps and informing high-stakes transformation initiatives. Lead executive steering forums and decision-making processes, including preparation of strategic narratives and performance reporting.
Own multi-workstream, cross-functional programs from strategy through production deployment, driving alignment across technical, operational, compliance, and executive stakeholders.
Build durable executive relationships and lead high-stakes discussions around AI risk, compliance, operational redesign, and customer experience transformation.
Translate strategic objectives into production-grade AI systems — partnering closely with engineering and product to design, test, and iterate on agents deployed at enterprise scale.
Structure ambiguous business challenges into clear workstreams, define success metrics, and drive disciplined execution against measurable outcomes.
Contribute data-driven, strategic insights to customers’ and internal decisions.
Translate Financial Services’ unique challenges into scalable AI solutions and contributions to the Sierra’s Financial Services roadmap.
We’re particularly excited about candidates who have led complex, enterprise-facing engagements and are eager to move from advising on strategy to owning its execution.
Demonstrated experience owning complex projects and executive-level customer relationships. Example successful candidates include:
Engagement Managers from leading management consulting firms
Product Managers who have interfaced with customers when developing and launching new products or features, especially those involving many streams of effort.
Former founders that have built and scaled products and teams.
Experience interfacing with executives at the VP level and above - the ability to speak with both confidence and accuracy about complex or high-emotion topics.
High EQ - the ability to motivate a team, and the wisdom to interface with external and internal stakeholders who may at times disagree.
Humility - seeking feedback, the ability to prioritize learning over ego, and recognition that great teams and products are built through continuous improvement.
Mastery of program ownership best practices and demonstrated ability to drive large deliverables on-time and at enterprise quality and scale.
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.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 part of Sierra’s Financial Services team, you will own end-to-end enterprise AI deployments for some of the most sophisticated financial institutions in the world. You will partner directly with senior executives to define their AI strategy, translate it into executable programs, and drive high-visibility deployments that handle millions of real customer conversations per year.\n\n - Serve as a strategic thought partner to C-suite and senior executives, shaping enterprise AI roadmaps and informing high-stakes transformation initiatives. Lead executive steering forums and decision-making processes, including preparation of strategic narratives and performance reporting.\n\n - Own multi-workstream, cross-functional programs from strategy through production deployment, driving alignment across technical, operational, compliance, and executive stakeholders.\n\n - Build durable executive relationships and lead high-stakes discussions around AI risk, compliance, operational redesign, and customer experience transformation.\n\n - Translate strategic objectives into production-grade AI systems — partnering closely with engineering and product to design, test, and iterate on agents deployed at enterprise scale.\n\n - Structure ambiguous business challenges into clear workstreams, define success metrics, and drive disciplined execution against measurable outcomes.\n\n - Contribute data-driven, strategic insights to customers’ and internal decisions.\n\n - Translate Financial Services’ unique challenges into scalable AI solutions and contributions to the Sierra’s Financial Services roadmap.\n\n\nWHAT YOU’LL BRING\n\nWe’re particularly excited about candidates who have led complex, enterprise-facing engagements and are eager to move from advising on strategy to owning its execution.\n\n - Demonstrated experience owning complex projects and executive-level customer relationships. Example successful candidates include:\n \n - Engagement Managers from leading management consulting firms\n \n - Product Managers who have interfaced with customers when developing and launching new products or features, especially those involving many streams of effort.\n \n - Former founders that have built and scaled products and teams.\n\n - Experience interfacing with executives at the VP level and above - the ability to speak with both confidence and accuracy about complex or high-emotion topics.\n\n - High EQ - the ability to motivate a team, and the wisdom to interface with external and internal stakeholders who may at times disagree.\n\n - Humility - seeking feedback, the ability to prioritize learning over ego, and recognition that great teams and products are built through continuous improvement.\n\n - Mastery of program ownership best practices and demonstrated ability to drive large deliverables on-time and at enterprise quality and scale.\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\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."},{"id":"ebe951fb-8e8d-4bff-a499-e19010018f3b","title":"Strategist, Agent Development - Healthcare","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our healthcare customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Design, launch, and optimize HIPAA-compliant agents across complex healthcare workflows.
Translate operational healthcare challenges into scalable AI solutions and serve as a trusted advisor on AI strategy.
Use frontline insights to improve agent performance and contribute to Sierra’s healthcare roadmap.
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.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Genuine interest in healthcare and improving patient/member experiences. Experience in healthcare technology, health IT or working with healthcare organizations and an understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy) are a strong plus
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our healthcare customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n - Design, launch, and optimize HIPAA-compliant agents across complex healthcare workflows.\n\n - Translate operational healthcare challenges into scalable AI solutions and serve as a trusted advisor on AI strategy.\n\n - Use frontline insights to improve agent performance and contribute to Sierra’s healthcare roadmap.\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 - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Genuine interest in healthcare and improving patient/member experiences. Experience in healthcare technology, health IT or working with healthcare organizations and an understanding of healthcare compliance requirements (HIPAA, PHI handling and healthcare data privacy) are a strong plus\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"eb3ee157-3d2a-412a-88a2-e2cfc5647a66","title":"Software Engineer, Agent - Healthcare","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"631848ec-1a74-4067-8b9f-cd04a71aab6d","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Toronto","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."},{"id":"d3e957bc-b1d8-4006-be41-064d8fe4097f","title":"Senior Legal Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"Tokyo","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."},{"id":"65eb2c63-c936-4e8e-87e7-ea080dcdca73","title":"Product Manager, Agent Development - Healthcare","department":"Product","team":"Agent Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"2bba25d3-f5c1-4d84-b3fb-846b40597ff5","title":"Security and Compliance Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","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."},{"id":"c6378c64-afc9-4751-a79b-a888fe6ceb70","title":"Support Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-03-23T18:01:27.962+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/c6378c64-afc9-4751-a79b-a888fe6ceb70","applyUrl":"https://jobs.ashbyhq.com/sierra/c6378c64-afc9-4751-a79b-a888fe6ceb70/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.
Companies use Sierra’s Agent OS to design, deploy, and operate AI agents that serve their end-users across all channels and use-cases. As our business grows, an important part of providing the best service to our customers is having a dedicated Support Engineer role that can provide timely and high-quality support every time.
We’re looking for our first Support Engineer: someone who loves debugging puzzles, enjoys helping people succeed, and thrives jumping into new technical problems. This role is zero-to-one—you won’t just answer questions. You’ll help design and build the entire support function, including the systems, tooling, and automation that power it, using Agent OS itself.
If you enjoy helping people, understanding complex systems, and turning gnarly problems into clear solutions, you’ll love this role.
Work directly with customers building agents on Sierra to debug issues and unblock them.
Investigate complex problems across multiple layers: agent building, integrations, APIs, product workflows, and infrastructure.
Understand the nuances of the issues our customers encounter by engaging deeply with them.
Translate complex technical issues into clear explanations and actionable solutions.
Help design Sierra’s support workflows, tools, and processes using the latest AI tools (Sierra’s Agent OS, Codex/Claude, etc.)
Identify patterns across customer issues and drive improvements to the product and developer experience.
Create internal tooling to accelerate debugging and investigation.
As one of the first Support Engineers at Sierra, a meaningful part of the role will be growing the function globally.
We have customers all over the world and want to bootstrap this support function to have around the clock coverage.
You love debugging: You enjoy untangling complicated systems and figuring out why something isn’t working. You treat problems like puzzles.
You enjoy helping people: You get energy from helping someone go from stuck and frustrated to successful.
You have an engineering mindset: You’re comfortable reading code, working with APIs, investigating logs, and understanding distributed systems.
You thrive using AI tools: The latest AI tools have made you 10x more productive and you love experimenting with new ways to leverage these tools.
You bring a positive attitude: Customer issues can be stressful. You bring calm, optimism, and clarity to the situation.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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\nSUPPORT ENGINEERING AT SIERRA\n\nCompanies use Sierra’s Agent OS to design, deploy, and operate AI agents that serve their end-users across all channels and use-cases. As our business grows, an important part of providing the best service to our customers is having a dedicated Support Engineer role that can provide timely and high-quality support every time.\n\nWe’re looking for our first Support Engineer: someone who loves debugging puzzles, enjoys helping people succeed, and thrives jumping into new technical problems. This role is zero-to-one—you won’t just answer questions. You’ll help design and build the entire support function, including the systems, tooling, and automation that power it, using Agent OS itself.\n\nIf you enjoy helping people, understanding complex systems, and turning gnarly problems into clear solutions, you’ll love this role.\n\n\n\n\nWHAT YOU'LL DO\n\n\nHELP CUSTOMERS SUCCEED WITH AGENT OS\n\n - Work directly with customers building agents on Sierra to debug issues and unblock them.\n\n - Investigate complex problems across multiple layers: agent building, integrations, APIs, product workflows, and infrastructure.\n\n - Understand the nuances of the issues our customers encounter by engaging deeply with them.\n\n - Translate complex technical issues into clear explanations and actionable solutions.\n\n\nBUILD THE SUPPORT FUNCTION FROM SCRATCH\n\n - Help design Sierra’s support workflows, tools, and processes using the latest AI tools (Sierra’s Agent OS, Codex/Claude, etc.)\n\n - Identify patterns across customer issues and drive improvements to the product and developer experience.\n\n - Create internal tooling to accelerate debugging and investigation.\n\n\nGROW THE TEAM\n\n - As one of the first Support Engineers at Sierra, a meaningful part of the role will be growing the function globally.\n\n - We have customers all over the world and want to bootstrap this support function to have around the clock coverage.\n\n\nWHAT WE’RE LOOKING FOR\n\n - You love debugging: You enjoy untangling complicated systems and figuring out why something isn’t working. You treat problems like puzzles.\n\n - You enjoy helping people: You get energy from helping someone go from stuck and frustrated to successful.\n\n - You have an engineering mindset: You’re comfortable reading code, working with APIs, investigating logs, and understanding distributed systems.\n\n - You thrive using AI tools: The latest AI tools have made you 10x more productive and you love experimenting with new ways to leverage these tools.\n\n - You bring a positive attitude: Customer issues can be stressful. You bring calm, optimism, and clarity to the situation.\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."},{"id":"8e477331-3525-4e87-b311-e500f0fa61e9","title":"Enterprise Account Executive (ANZ)","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Sydney","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."},{"id":"99e82c10-977f-4b42-a737-2d9812ce614d","title":"Strategist, Agent Development","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"Sydney","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.
MBA or comparable experience at the intersection of technology and operations is a strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.\n \n - MBA or comparable experience at the intersection of technology and operations is a strong 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."},{"id":"0c66e8ed-1c18-4b64-ad27-a522a866b6e1","title":"Product Manager, Voice","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"5aaa2eeb-92bc-4b0a-901e-8e091eff819e","title":"Product Manager, Agent Studio","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"ea1b36ce-fba8-4a11-8f37-d880a1f4f14e","title":"Executive Assistant","department":"Operations","team":"Executive Assistant","employmentType":"FullTime","location":"London","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."},{"id":"22ba107d-de01-4aa3-98fc-838cccad760c","title":"Product Manager, Ghostwriter","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"787c1efd-2327-46e7-9335-59a20ad4be18","title":"Software Engineer, Agent","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Sydney","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."},{"id":"b8a89b9a-70a1-4e47-874c-41542d1bc60a","title":"Software Engineer, Agent (Korean Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","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."},{"id":"1162dcd2-b181-49d5-9316-342cd68acbed","title":"Software Engineer, Agent (Thai Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","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."},{"id":"d9c0aa93-e35d-4752-9cef-4c39dcad5365","title":"Forward Deployed Infrastructure Engineer ","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"5ea8d56f-09b5-4113-9929-a3ef42d010ef","title":"Agent Experience Designer, Voice (Multilingual)","department":"Product Design","team":"Product Design","employmentType":"FullTime","location":"London","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.
You’ll be the regional voice experience designer for EMEA deployments, helping customers ship multilingual voice experiences faster while keeping quality high. You’ll work with other Agent Experience Designers on the voice team, and be accountable for voice quality on multiple customer deployments.
Drive multilingual launches in EMEA: Own voice readiness across a portfolio of EMEA customers and languages, coordinating language launches, quality checks, and ongoing iteration.
Run voice selection and improvement loops: Evaluate providers and voices for regional needs, recommend providers, models and voices, and push improvements with engineering and vendors.
Conduct scalable voice design and selection sessions: Run high-touch sessions for strategic customers, with a focus on enablement, not ownership.
Create regional best practices: Capture and document EMEA-specific voice guidance (text normalization, language and accent families, cultural norms, regional customer experience expectations).
Set the bar for great EMEA voice: Partner with Voice Engineering and deployment teams to triage and resolve voice issues quickly, with clear artifacts and a bias to ship quickly while improving systems.
3+ years experience in experience or conversation design in a hands-on product craft role.
Strong regional and multilingual instincts; high taste and high rigor for language, including: English (UK/International), French, German, Spanish, Italian, Portuguese, Arabic, Dutch and Nordic languages.
Ability to handle multiple customer contexts simultaneously while staying organized.
Confidence working directly with customer stakeholders in co-creation settings.
Experience with speech synthesis and conversational agents.
Deep expertise with EMEA 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 be the regional voice experience designer for EMEA deployments, helping customers ship multilingual voice experiences faster while keeping quality high. You’ll work with other Agent Experience Designers on the voice team, and be accountable for voice quality on multiple customer deployments.\n\n - Drive multilingual launches in EMEA: Own voice readiness across a portfolio of EMEA customers and languages, coordinating language launches, quality checks, and ongoing iteration.\n\n - Run voice selection and improvement loops: Evaluate providers and voices for regional needs, recommend providers, models and voices, and push improvements with engineering and vendors.\n\n - Conduct scalable voice design and selection sessions: Run high-touch sessions for strategic customers, with a focus on enablement, not ownership.\n\n - Create regional best practices: Capture and document EMEA-specific voice guidance (text normalization, language and accent families, cultural norms, regional customer experience expectations).\n\n - Set the bar for great EMEA voice: Partner with Voice Engineering and deployment teams to triage and resolve voice issues quickly, with clear artifacts and a bias to ship quickly while improving systems.\n\n\nWHAT YOU’LL BRING\n\n - 3+ years experience in experience or conversation design in a hands-on product craft role.\n\n - Strong regional and multilingual instincts; high taste and high rigor for language, including: English (UK/International), French, German, Spanish, Italian, Portuguese, Arabic, Dutch and Nordic languages.\n\n - Ability to handle multiple customer contexts simultaneously while staying organized.\n\n - Confidence working directly with customer stakeholders in co-creation settings.\n\n\nEVEN BETTER…\n\n - Experience with speech synthesis and conversational agents.\n\n - Deep expertise with EMEA 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."},{"id":"013d54ba-6658-448b-9de6-c7ba8dcad77f","title":"Forward Deployed Infrastructure Engineer ","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","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."},{"id":"1e052261-0c89-4ccb-abfa-3820a1596a6e","title":"Product Manager, Infrastructure","department":"Product","team":"Product Management","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"9ec424f1-9013-41d1-bc4d-d36ddb9c98c1","title":"Corporate Security Engineer, Lead","department":"IT","team":"IT","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"56fe4918-7463-46b6-89aa-7ea2fc92a2a3","title":"People Partner, Agent Development","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"b90d210e-c622-46c1-a0c3-d3ef3b3696dd","title":"Sales Engineer","department":"Sales","team":"Sales Engineering","employmentType":"FullTime","location":"Munich","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."},{"id":"3d8c3eb0-82ca-4f9e-91bb-f07ce06b0f76","title":"Enterprise Sales Leader","department":"Sales","team":"Sales","employmentType":"FullTime","location":"Munich","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."},{"id":"140ea7e3-425a-46dd-93e3-a471fab07a4f","title":"Technical Recruiter ","department":"Operations","team":"Recruiting","employmentType":"Contract","location":"San Francisco, CA","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."},{"id":"d30758ba-edbc-43f8-9862-ac239440fe5d","title":"Business Operations","department":"Operations","team":"Business Operations","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-06-04T16:23:21.135+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/d30758ba-edbc-43f8-9862-ac239440fe5d","applyUrl":"https://jobs.ashbyhq.com/sierra/d30758ba-edbc-43f8-9862-ac239440fe5d/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 run Sierra's operating system, to drive visibility, accountability, and decision-making across the business, ensuring priorities flow clearly across the organization
Plan and perform: Own the goal-setting infrastructure and leadership cadences that keep Sierra aligned and moving, ensuring priorities are set clearly, communicated broadly, and acted on across the organization
See the business clearly: Design dashboards and scorecards that give leadership and functional teams real-time visibility into business performance, and build these into dedicated forums to discuss and decide
Operate AI-natively: Help Sierra lead by example in how a modern company runs, embedding AI into how we plan and operate across functions
Accelerate Sierra's growth into new markets: Lead the cross-functional work required to expand Sierra's presence into new segments and geographies, from operational and entity setup to ensuring product, marketing, and GTM readiness ahead of launch
Be a trusted thought partner to Sierra's business leaders: Embed alongside functional leads to help them tackle their toughest, most complex challenges, bringing first-principles thinking and structural clarity to high-stakes initiatives and driving them from problem definition to execution
Help build the foundations of Sierra’s business operations function: As a core member of a growing team, help define what world-class business operations looks like at Sierra — partnering closely with operational leadership to prioritize the right work, raise the bar on how we operate, and scale our impact across the business
4-7 years of experience in business operations or strategy, ideally combining on-the-ground operating experience at a high-growth technology company with 1-2 years of management consulting, investment banking, or VC/PE
Strong interpersonal skills and professional presence, with a demonstrated ability to earn trust quickly, build consensus across competing priorities, and manage through complex, multi-stakeholder environments to reach clear outcomes
Proven ability to structure and manage complex, cross-functional initiatives from scoping through execution, maintaining momentum and delivering outcomes in a fast-moving environment
Exceptional written and verbal communication skills, with the ability to flex across altitudes and contexts, from working group updates with cross-functional teams to executive-level communications and presentations
Strong critical thinking skills, a first-principles mindset, and sound business judgment, with a track record of bringing structure to ambiguity and driving to clear recommendations under uncertainty
Strong analytical skills and fluency with data, with the ability to work with metrics and data to inform strategy, pressure-test assumptions, and translate findings into clear, actionable plans
Previous operating experience at a rapidly scaling technology or AI company
Experience designing and standing up AI-native workflows
Experience implementing company-wide operational processes & systems
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 run Sierra's operating system, to drive visibility, accountability, and decision-making across the business, ensuring priorities flow clearly across the organization\n \n - Plan and perform: Own the goal-setting infrastructure and leadership cadences that keep Sierra aligned and moving, ensuring priorities are set clearly, communicated broadly, and acted on across the organization\n \n - See the business clearly: Design dashboards and scorecards that give leadership and functional teams real-time visibility into business performance, and build these into dedicated forums to discuss and decide\n \n - Operate AI-natively: Help Sierra lead by example in how a modern company runs, embedding AI into how we plan and operate across functions\n\n - Accelerate Sierra's growth into new markets: Lead the cross-functional work required to expand Sierra's presence into new segments and geographies, from operational and entity setup to ensuring product, marketing, and GTM readiness ahead of launch\n\n - Be a trusted thought partner to Sierra's business leaders: Embed alongside functional leads to help them tackle their toughest, most complex challenges, bringing first-principles thinking and structural clarity to high-stakes initiatives and driving them from problem definition to execution\n\n - Help build the foundations of Sierra’s business operations function: As a core member of a growing team, help define what world-class business operations looks like at Sierra — partnering closely with operational leadership to prioritize the right work, raise the bar on how we operate, and scale our impact across the business\n\n\nWHAT YOU’LL BRING\n\n - 4-7 years of experience in business operations or strategy, ideally combining on-the-ground operating experience at a high-growth technology company with 1-2 years of management consulting, investment banking, or VC/PE\n\n - Strong interpersonal skills and professional presence, with a demonstrated ability to earn trust quickly, build consensus across competing priorities, and manage through complex, multi-stakeholder environments to reach clear outcomes\n\n - Proven ability to structure and manage complex, cross-functional initiatives from scoping through execution, maintaining momentum and delivering outcomes in a fast-moving environment\n\n - Exceptional written and verbal communication skills, with the ability to flex across altitudes and contexts, from working group updates with cross-functional teams to executive-level communications and presentations\n\n - Strong critical thinking skills, a first-principles mindset, and sound business judgment, with a track record of bringing structure to ambiguity and driving to clear recommendations under uncertainty\n\n - Strong analytical skills and fluency with data, with the ability to work with metrics and data to inform strategy, pressure-test assumptions, and translate findings into clear, actionable plans\n\n\nEVEN BETTER…\n\n - Previous operating experience at a rapidly scaling technology or AI company\n\n - Experience designing and standing up AI-native workflows\n\n - Experience implementing company-wide operational processes & systems\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."},{"id":"8fe2757e-13e9-47e0-9d5a-90b2596a975c","title":"Software Engineer, Payments Infrastructure","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"4041855f-5a09-47ea-80d3-3141454655f8","title":"Localization Program Manager","department":"Operations","team":"Business Operations","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-06-04T14:57:54.835+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/4041855f-5a09-47ea-80d3-3141454655f8","applyUrl":"https://jobs.ashbyhq.com/sierra/4041855f-5a09-47ea-80d3-3141454655f8/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 rapidly expanding globally, and we're looking for a Localization Program Manager to build and scale our international localization efforts across every function — product, marketing, design, and sales. This is a high-impact, cross-functional role sitting at the intersection of operations, product, and go-to-market. You'll be accountable for our end-to-end localization program, acting as both a strategic advisor and a hands-on program manager as we enter new international markets and expand within existing ones.
Based in San Francisco
International Expansion Strategy
Contribute to the the country expansion playbook: build and document repeatable processes, and coordinate execution across product, marketing, design, sales, and operations
Partner with GTM Ops to align localization priorities with country expansion plans and commercial timelines
Program Management
Own and communicate the localization roadmap across all workstreams, keeping stakeholders aligned on priorities and timelines
Drive cross-functional program management across product UI, product documentation, website, sales assets, and digital campaigns
Manage our translation vendors and tooling - including turnaround expectations, quality standards, and delivery - while continuously evaluating whether our tooling is set up to scale with us
Establish and own a QA framework across all localization projects, setting quality standards and ensuring consistency across markets and asset types
Marketing & Web
Coordinate localization rollout priorities with the marketing team and web producer across website, content, sales assets, and digital/search ads
Design and champion best practices for digital localization in partnership with the web producer and translation vendor
Product & Design
Partner with Product, Engineering, and Design teams to define and integrate localization requirements into the product development lifecycle
Monitor and support internal localization systems and workflows, partnering with Engineering to troubleshoot issues, improve reliability, and maintain scalable translation operations
6+ years of experience in localization, international operations, or program/project management
Proven track record owning end-to-end localization programs across multiple languages and regions, ideally including building repeatable language or market launch processes
Strategic thinker who can zoom out to advise on market entry and zoom in to manage a process. You're equally comfortable in both modes
Experience working with TMS platforms (e.g., LILT, Phrase, Smartling) and a track record of owning and improving localization tooling and vendor relationships
Exceptional cross-functional skills. You know how to build trust, drive clarity, and move workstreams forward across Operations, Marketing, Design, Product, and GTM
Strong written and verbal communicator. Able to operate effectively in fast-moving, ambiguous environments
Background in B2B SaaS or AI/tech companies
Familiarity with Figma, Sanity CMS, or similar design and content systems
Experience building localization programs from scratch at a scaling 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\nSierra is rapidly expanding globally, and we're looking for a Localization Program Manager to build and scale our international localization efforts across every function — product, marketing, design, and sales. This is a high-impact, cross-functional role sitting at the intersection of operations, product, and go-to-market. You'll be accountable for our end-to-end localization program, acting as both a strategic advisor and a hands-on program manager as we enter new international markets and expand within existing ones.\n\nBased in San Francisco\n\nInternational Expansion Strategy\n\n - Contribute to the the country expansion playbook: build and document repeatable processes, and coordinate execution across product, marketing, design, sales, and operations\n\n - Partner with GTM Ops to align localization priorities with country expansion plans and commercial timelines\n\nProgram Management\n\n - Own and communicate the localization roadmap across all workstreams, keeping stakeholders aligned on priorities and timelines\n\n - Drive cross-functional program management across product UI, product documentation, website, sales assets, and digital campaigns\n\n - Manage our translation vendors and tooling - including turnaround expectations, quality standards, and delivery - while continuously evaluating whether our tooling is set up to scale with us\n\n - Establish and own a QA framework across all localization projects, setting quality standards and ensuring consistency across markets and asset types\n\nMarketing & Web\n\n - Coordinate localization rollout priorities with the marketing team and web producer across website, content, sales assets, and digital/search ads\n\n - Design and champion best practices for digital localization in partnership with the web producer and translation vendor\n\nProduct & Design\n\n - Partner with Product, Engineering, and Design teams to define and integrate localization requirements into the product development lifecycle\n\n - Monitor and support internal localization systems and workflows, partnering with Engineering to troubleshoot issues, improve reliability, and maintain scalable translation operations\n\n\nWHAT YOU'LL BRING\n\n - 6+ years of experience in localization, international operations, or program/project management\n\n - Proven track record owning end-to-end localization programs across multiple languages and regions, ideally including building repeatable language or market launch processes\n\n - Strategic thinker who can zoom out to advise on market entry and zoom in to manage a process. You're equally comfortable in both modes\n\n - Experience working with TMS platforms (e.g., LILT, Phrase, Smartling) and a track record of owning and improving localization tooling and vendor relationships\n\n - Exceptional cross-functional skills. You know how to build trust, drive clarity, and move workstreams forward across Operations, Marketing, Design, Product, and GTM\n\n - Strong written and verbal communicator. Able to operate effectively in fast-moving, ambiguous environments\n\n\nEVEN BETTER...\n\n - Background in B2B SaaS or AI/tech companies\n\n - Familiarity with Figma, Sanity CMS, or similar design and content systems\n\n - Experience building localization programs from scratch at a scaling 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."},{"id":"6a4d8e28-3e97-41fc-a5b8-dadd8040c34d","title":"Vendor Security Manager","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"26d1f737-94a6-497e-a672-93f4f652fca7","title":"Recruiter","department":"Operations","team":"Recruiting","employmentType":"FullTime","location":"Tokyo","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."},{"id":"1b9ee346-c934-4c51-896f-86a56397d17a","title":"People Partner, Europe","department":"Operations","team":"HR","employmentType":"FullTime","location":"London","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."},{"id":"78c5dce4-3670-4c9b-a666-98f435c56324","title":"Software Engineer, Agent Data Platform","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"802d17c5-fe47-4b44-90e5-65e5e731ff88","title":"Software Engineer, Infrastructure","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"5ae78769-a3a1-491c-8b4b-95472f1fb36c","title":"Software Engineer, Product","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"9b70b937-9634-4bcd-a10e-2671145f3a07","title":"Software Engineer, Agent Builder","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"8cca0a0d-7359-410b-81ed-331a0bb4667f","title":"Software Engineer, Insights","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"032c8ab4-1911-4477-bc39-9cfcd701d5a9","title":"Software Engineer, Voice","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"9cb28fb8-dd38-480b-81eb-ca8034b298b6","title":"Security GRC Manager: Customer Trust Enablement","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"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","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."},{"id":"ae8840cd-f46e-4c96-87b1-53fedf40f94d","title":"Software Engineer, Agent (Dutch speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"London","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."},{"id":"611a6f2c-b6f8-4dfd-9ae8-4b0b986ac258","title":"Strategist, Agent Development (Dutch speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"London","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.
MBA or comparable experience at the intersection of technology and operations is another strong 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\n\nWHAT YOU'LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU'LL BRING\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise is a strong plus.\n \n - MBA or comparable experience at the intersection of technology and operations is another strong 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."},{"id":"6b9b6904-a4b1-444b-8c35-f2bbb5ee2ff5","title":"GTM Strategy and Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"119977f8-4e2e-4518-b2ab-2100ec425bda","title":"Forward Deployed Infrastructure Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"Tokyo","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."},{"id":"03424869-528d-4db1-b099-5d7f736d1a39","title":"RFP Strategy & Operations Analyst","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"d6b063fb-b8cb-4ccb-956d-ebd4579953bd","title":"Sales Compensation Lead","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"8a906ec6-5ec5-4619-82de-7a3c665998f5","title":"Marketing Operations & Analytics Lead","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"8807d554-7c2c-4843-a74b-9f4eafe986ff","title":"Global Head of Sales Enablement","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"b37a6f9e-53c7-4c47-beb5-1ab4451f3001","title":"Software Engineer, Agent (Cantonese Speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"Singapore","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."},{"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","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."},{"id":"e87b6db4-7420-466b-8866-67e9606d925b","title":"Producer, Events & Experiences","department":"Marketing & Communications","team":"Marketing","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"afc1d541-7442-4bae-80f4-7ed8d444efe9","title":"People Partner, Sales","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"d7febb53-07d2-44fb-8cd0-7e5a011fdf24","title":"Strategist, Agent Development (Brazilian Portuguese speaking)","department":"Product","team":"Agent Strategist","employmentType":"FullTime","location":"San Francisco, CA","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 a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.
You’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.
Be a trusted advisor to our customers and drive their AI strategies.
Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.
Drive execution and delivery of multiple complex, high-visibility agent development projects.
Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.
Ensure clear communication across all stakeholders while developing strong relationships.
Contribute data-driven, strategic insights to customers and internal team decisions.
Language Fluency: Professional fluency in both Brazilian Portuguese and English.
Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.
Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.
Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.
Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.
Foundational Expertise:
Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.
MBA or comparable experience at the intersection of technology and operations is a strong 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\n\nWHAT YOU’LL DO\n\nAs a member of our Agent Strategist function at Sierra, you will be responsible for partnering with our Agent Product Managers and Agent Engineers to scope, build, and ship AI agents that handle thousands of customer conversations a day.\n\nYou’ll play a central role in agent development, combining product strategy, conversational design, and customer insight to bring high-quality agents to life.\n\n - Be a trusted advisor to our customers and drive their AI strategies.\n\n - Build, design and refine conversational AI agents, gaining direct exposure to how these products are developed and improved.\n\n - Drive execution and delivery of multiple complex, high-visibility agent development projects.\n\n - Coordinate across technical and non-technical stakeholders through the full agent development lifecycle process.\n\n - Ensure clear communication across all stakeholders while developing strong relationships.\n\n - Contribute data-driven, strategic insights to customers and internal team decisions.\n\n\nWHAT YOU’LL BRING\n\n - Language Fluency: Professional fluency in both Brazilian Portuguese and English.\n\n - Outstanding Communication Skills: Excellent verbal and written communication skills to convey complex technical information to non-technical stakeholders, fostering collaboration and driving projects forward with clarity.\n\n - Technical Expertise: Strong understanding of software development, product management and engineering principles, enabling you to act as a strategic partner to customers and internal teams as we turn visionary ideas into agents.\n\n - Problem-Solving and Analytical Skills: Strong analytical and critical thinking skills to grasp complex concepts, and to identify risks and issues, develop mitigation strategies, and handle unexpected challenges across customer relationships and products.\n\n - Leadership and Team Management: Proven ability to manage multiple projects simultaneously, leading and inspiring teams to deliver innovative ideas and exceptional agents.\n\n - Foundational Expertise:\n \n - Degree in Computer Science, Engineering, Mathematics, a related technical field, or equivalent practical experience that demonstrates comparable expertise.\n \n - MBA or comparable experience at the intersection of technology and operations is a strong 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."},{"id":"f51d6c09-d767-4e86-bc62-216b2051e318","title":"Software Engineer, Agent (Brazilian Portuguese speaking)","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"ab98160c-9918-483c-af74-310535448972","title":"Software Engineer, Agent - Financial Services","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"61bb1eca-b416-4e6d-a0ac-5f418b35a8f3","title":"Forward Deployed Infrastructure Engineer","department":"Engineering","team":"Platform Engineering","employmentType":"FullTime","location":"London","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."},{"id":"d5acde3b-9d8c-4ece-a73c-a02521f24d72","title":"GTM Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"London","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."},{"id":"3935e2a4-eb85-44dd-8e50-1443402bc2b4","title":"Pricing Strategy & Operations","department":"Operations","team":"GTM Operations","employmentType":"FullTime","location":"London","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."},{"id":"3853f83e-d4f4-47d9-90e3-96be23969dfd","title":"Senior Employment Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"671099d2-fed9-4140-a30e-83c8fd9f0906","title":"Motion Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"dbf4e402-464a-4d90-b351-078099947b98","title":"Brand Designer, System ","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"San Francisco, CA","secondaryLocations":[],"publishedAt":"2026-06-27T00:52:01.954+00:00","isListed":true,"isRemote":false,"workplaceType":"OnSite","address":{"postalAddress":{"addressRegion":"CA","addressCountry":"United States","addressLocality":"San Francisco"}},"jobUrl":"https://jobs.ashbyhq.com/sierra/dbf4e402-464a-4d90-b351-078099947b98","applyUrl":"https://jobs.ashbyhq.com/sierra/dbf4e402-464a-4d90-b351-078099947b98/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 Brand Designer to own and evolve the Sierra design system and brand guidelines. This is a foundational, systems-oriented role — equal parts strategic and hands-on. You'll work at the intersection of brand thinking and design infrastructure, setting the standards that enable every team at Sierra to express the brand consistently and beautifully at scale.
This role is ideal for someone who thinks in systems, sweats the details, and understands that great brand design is both an art and an engineering discipline. You'll partner closely with marketing, product design, and cross-functional creative partners to ensure the Sierra brand is coherent, scalable, and unmistakably itself.
Own the Sierra Brand Design System
Build, maintain, and evolve a comprehensive, living design system — covering typography, color, iconography, spacing, motion, and component patterns.
Create and steward a scalable token architecture that bridges brand and product, enabling consistent application across digital and physical touchpoints.
Define and document standards for how the Sierra visual language adapts across contexts: web, presentations, events, social, and print.
Define and Maintain Brand Guidelines
Author and continuously refine the Sierra Brand Guidelines — a clear, practical, and inspiring resource for internal teams and external partners alike.
Establish usage rules, rationale, and best-practice examples for all brand elements, ensuring guidelines are actionable rather than merely aspirational.
Develop toolkits and templates that allow non-designers to apply the brand correctly without sacrificing quality.
Enable Cross-Functional Brand Consistency
Partner with marketing, product design, and engineering to embed brand system thinking into workflows and tooling (Figma libraries, design tokens, CMS templates).
Serve as the brand systems expert and primary reviewer for design output across teams — flagging inconsistencies and coaching collaborators toward higher craft.
Lead brand onboarding for new team members and external agency partners, ensuring fluency from day one.
Drive Brand Strategy and Innovation
Contribute to the strategic evolution of the Sierra visual identity — anticipating where the brand needs to grow as the company scales.
Audit existing brand expressions regularly, identifying gaps, inconsistencies, and opportunities for refinement.
Collaborate with lead designers to push the brand narrative forward, bringing first-principles thinking to how Sierra looks, feels, and communicates.
Scale Design with AI — Without Losing Quality
Leverage AI-powered design tools (e.g. generative image platforms, AI layout assistants, automated template engines) to dramatically increase the volume and speed of on-brand asset production.
Build smart, AI-ready template systems — structured so that AI-generated outputs snap into brand guardrails by default, minimizing manual correction downstream.
Design and own a quality control process for AI-assisted outputs: defining review checkpoints, acceptance criteria, and feedback loops that catch brand drift before it ships.
Stay at the frontier of AI tooling in design — continuously evaluating new capabilities and integrating those that meaningfully raise team output without compromising craft.
Partner with marketing and creative operations to establish scalable workflows where AI handles repetitive production work, freeing designers to focus on higher-order creative decisions.
Proven Experience:8+ years of brand design experience with a strong focus on design systems, brand guidelines, and visual identity. Portfolio demonstrating the ability to build and scale cohesive brand systems for B2B, SaaS, or AI-driven products.
Systems Thinking: Demonstrated ability to create structured, scalable design systems — including token architecture, component libraries, and multi-platform guidelines. You think holistically about how design decisions compound and interact.
Exceptional Craft: High attention to detail across typography, color, layout, and motion. You hold a high bar for yourself and can articulate why craft decisions matter.
Documentation Fluency: Strong ability to write clear, well-structured brand guidelines and system documentation — making complex decisions legible and actionable for diverse audiences.
Cross-Functional Collaboration: Skilled at working closely with marketing, product design, and engineering — translating strategic intent into practical system components that teams can actually use.
Tooling Expertise: Deep proficiency in Figma (libraries, variables, auto layout, component architecture) and the Adobe Suite. Familiarity with design token workflows, web-based delivery, and motion design a strong plus.
AI Fluency for Scale: Hands-on experience using AI tools — generative design platforms, automated template systems, AI-assisted image and copy generation — to scale brand output without sacrificing quality. You know how to build the guardrails that keep AI-generated work on-brand, and you approach these tools with both curiosity and critical judgment.
Quality Control Rigor: Demonstrated ability to design and run QA processes for high-volume design output — defining brand acceptance criteria, building review workflows, and creating feedback loops that catch inconsistencies at scale.
Builder Mindset: Self-starter who takes ownership, moves with urgency, and thrives in ambiguous, fast-moving environments. You see brand infrastructure as a competitive advantage.
Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with 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 Brand Designer to own and evolve the Sierra design system and brand guidelines. This is a foundational, systems-oriented role — equal parts strategic and hands-on. You'll work at the intersection of brand thinking and design infrastructure, setting the standards that enable every team at Sierra to express the brand consistently and beautifully at scale.\n\nThis role is ideal for someone who thinks in systems, sweats the details, and understands that great brand design is both an art and an engineering discipline. You'll partner closely with marketing, product design, and cross-functional creative partners to ensure the Sierra brand is coherent, scalable, and unmistakably itself.\n\n \n\n\nWHAT YOU’LL DO:\n\nOwn the Sierra Brand Design System\n\n - Build, maintain, and evolve a comprehensive, living design system — covering typography, color, iconography, spacing, motion, and component patterns.\n\n - Create and steward a scalable token architecture that bridges brand and product, enabling consistent application across digital and physical touchpoints.\n\n - Define and document standards for how the Sierra visual language adapts across contexts: web, presentations, events, social, and print.\n\nDefine and Maintain Brand Guidelines\n\n - Author and continuously refine the Sierra Brand Guidelines — a clear, practical, and inspiring resource for internal teams and external partners alike.\n\n - Establish usage rules, rationale, and best-practice examples for all brand elements, ensuring guidelines are actionable rather than merely aspirational.\n\n - Develop toolkits and templates that allow non-designers to apply the brand correctly without sacrificing quality.\n\nEnable Cross-Functional Brand Consistency\n\n - Partner with marketing, product design, and engineering to embed brand system thinking into workflows and tooling (Figma libraries, design tokens, CMS templates).\n\n - Serve as the brand systems expert and primary reviewer for design output across teams — flagging inconsistencies and coaching collaborators toward higher craft.\n\n - Lead brand onboarding for new team members and external agency partners, ensuring fluency from day one.\n\nDrive Brand Strategy and Innovation\n\n - Contribute to the strategic evolution of the Sierra visual identity — anticipating where the brand needs to grow as the company scales.\n\n - Audit existing brand expressions regularly, identifying gaps, inconsistencies, and opportunities for refinement.\n\n - Collaborate with lead designers to push the brand narrative forward, bringing first-principles thinking to how Sierra looks, feels, and communicates.\n\nScale Design with AI — Without Losing Quality\n\n - Leverage AI-powered design tools (e.g. generative image platforms, AI layout assistants, automated template engines) to dramatically increase the volume and speed of on-brand asset production.\n\n - Build smart, AI-ready template systems — structured so that AI-generated outputs snap into brand guardrails by default, minimizing manual correction downstream.\n\n - Design and own a quality control process for AI-assisted outputs: defining review checkpoints, acceptance criteria, and feedback loops that catch brand drift before it ships.\n\n - Stay at the frontier of AI tooling in design — continuously evaluating new capabilities and integrating those that meaningfully raise team output without compromising craft.\n\n - Partner with marketing and creative operations to establish scalable workflows where AI handles repetitive production work, freeing designers to focus on higher-order creative decisions.\n\n \n\n\nWHAT YOU’LL BRING:\n\n - Proven Experience:8+ years of brand design experience with a strong focus on design systems, brand guidelines, and visual identity. Portfolio demonstrating the ability to build and scale cohesive brand systems for B2B, SaaS, or AI-driven products.\n\n - Systems Thinking: Demonstrated ability to create structured, scalable design systems — including token architecture, component libraries, and multi-platform guidelines. You think holistically about how design decisions compound and interact.\n\n - Exceptional Craft: High attention to detail across typography, color, layout, and motion. You hold a high bar for yourself and can articulate why craft decisions matter.\n\n - Documentation Fluency: Strong ability to write clear, well-structured brand guidelines and system documentation — making complex decisions legible and actionable for diverse audiences.\n\n - Cross-Functional Collaboration: Skilled at working closely with marketing, product design, and engineering — translating strategic intent into practical system components that teams can actually use.\n\n - Tooling Expertise: Deep proficiency in Figma (libraries, variables, auto layout, component architecture) and the Adobe Suite. Familiarity with design token workflows, web-based delivery, and motion design a strong plus.\n\n - AI Fluency for Scale: Hands-on experience using AI tools — generative design platforms, automated template systems, AI-assisted image and copy generation — to scale brand output without sacrificing quality. You know how to build the guardrails that keep AI-generated work on-brand, and you approach these tools with both curiosity and critical judgment.\n\n - Quality Control Rigor: Demonstrated ability to design and run QA processes for high-volume design output — defining brand acceptance criteria, building review workflows, and creating feedback loops that catch inconsistencies at scale.\n\n - Builder Mindset: Self-starter who takes ownership, moves with urgency, and thrives in ambiguous, fast-moving environments. You see brand infrastructure as a competitive advantage.\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."},{"id":"8ee59347-bea3-4358-93bf-ef6d93d818fb","title":"Partnerships Sales","department":"Partnerships","team":"Partnerships","employmentType":"FullTime","location":"Tokyo","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."},{"id":"ab678265-1a53-4800-910c-9b128a7f3e81","title":"Brand Visual Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"London","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."},{"id":"000618f7-e0d0-43dc-ae15-2b20d948852f","title":"Software Engineer, Agent - Insurance","department":"Engineering","team":"Agent Engineering","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"1ad1c878-14c5-4d98-bc17-bd19ee0910e0","title":"Payroll Lead","department":"Operations","team":"HR","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"881a233e-f80f-4a45-a40a-b9a0d6d4aa32","title":"Office Manager ","department":"Operations","team":"Workplace","employmentType":"FullTime","location":"Tokyo","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."},{"id":"a0e7b9fa-d418-4f40-a9c7-0629c3481177","title":"FP&A Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"c94ac723-75ca-49c9-9b1e-af590be4cd65","title":"Accounting Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"4385bb12-b355-4697-b839-ecfec1233f1e","title":"Accounts Payable Analyst","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"4e68c80f-e52e-46fc-bca0-d651a19c0a72","title":"Strategic Finance Lead","department":"Operations","team":"Finance","employmentType":"FullTime","location":"San Francisco, CA","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."},{"id":"b61f6eb8-2485-4ba8-b569-fa26eba5a6e8","title":"Commercial Counsel","department":"Legal","team":"Legal","employmentType":"FullTime","location":"New York, NY","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."},{"id":"f5dc49c7-39d0-4957-9df7-b4efa54aff69","title":"Enterprise Account Executive, Benelux","department":"Sales","team":"Sales","employmentType":"FullTime","location":"London","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."},{"id":"74f6ab38-3588-4486-b837-05ea432eac0e","title":"Brand Visual Designer","department":"Marketing & Communications","team":"Brand Design","employmentType":"FullTime","location":"Singapore","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."},{"id":"c52fdab2-68f2-407c-8e7a-778e77213511","title":"Sales Director - Financial Services","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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.
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.
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\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 - 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 - 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."},{"id":"b5ade182-e434-4f3d-9ce2-d14359036864","title":"Sales Director - Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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.
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.
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\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 - 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 - 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."},{"id":"63d41476-9621-4566-a6fa-8fde0d643836","title":"Sales Director - Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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.
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.
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\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 - 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 - 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."},{"id":"7ffb9df7-d413-45b1-91a4-27702f26ef6d","title":"Enterprise Sales Leader - Healthcare","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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."},{"id":"675b6dab-6f04-4d9e-a6bd-c001f2784c0b","title":"Enterprise Sales Leader - Retail","department":"Sales","team":"Sales","employmentType":"FullTime","location":"US - Remote","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."},{"id":"4a878cee-2471-472b-8762-8f9908420ade","title":"EMEA Communications","department":"Marketing & Communications","team":"Communications","employmentType":"FullTime","location":"London","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."}],"apiVersion":"1"}