Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
Siena is the CX operating system for brands. We ship faster than anyone in the category, and that pace has outrun our ability to teach what we're building. Our team learns about new products in Slack. Our customers learn about them on calls. The market learns about them too late.
This role exists to change that.
You will teach Siena to three audiences: the people who build it, the brands who use it, and the market that will eventually adopt it. You will build the curriculum, the community, and the credentials that make Siena something people learn, not something they discover.
You are a product person who teaches. A builder who writes. A communicator who ships.
Run product education for the Siena team. Every release lands with a session, a doc, and a demo that the company actually walks away knowing.
Run customer workshops and recurring product sessions. One use case at a time. Real depth, real outcomes.
Build the customer onboarding path. From signed contract to first value, repeatable across every segment.
Onboard every new hire. They ramp through your program, and they're productive faster because of it.
Build the demo library. Live, recorded, vertical-specific, persona-specific. Sales pulls from it. Customers learn from it.
Build Siena Academy. Curriculum, certifications, learning paths. Internal and external. The credential brands earn to show they know Siena.
Build the Siena community. The recurring spaces, events, and rituals where customers, partners, and operators come to learn from us and each other.
Educate the market. Open courses, public content, frameworks others adopt. The Academy becomes the category-defining resource on CX AI.
Arm sales with demos, narratives, and product positioning. Demo scripts, vertical storylines, the words that close deals.
Build the AI systems that scale all of the above. You teach the agents how to teach. Your taste is the final filter.
Product-fluent. You understand AI products deeply. You can use Siena, break it, and teach it.
An exceptional teacher. You make complex things simple. You take a use case and turn it into a 30-minute session that someone walks away knowing.
A storyteller and communicator. You write, present, and translate complex product into clear narrative. Every workshop, every certification, every piece of content is a story.
A community builder. You've gathered people around something they care about. You know how to create the spaces where customers, partners, and operators want to show up and stay.
AI-native. You build agents. You build systems. You've replaced workflows with AI before you joined us, and you'll do it again here.
A builder. You've shipped something from zero. A curriculum, a program, an academy, a community. You operate without a brief.
Excited about consumer brands. We serve Spanx, Allbirds, FIGS, HexClad, Brooklinen, Coterie, Grüns, Kitsch, and dozens of others.
Product-fluent. Can demo, break, and teach Siena at depth.
Exceptional teacher and storyteller. Has turned complex products into teachable, memorable skills before.
AI-native. Builds with AI, not just uses it.
Builder. Has shipped something from zero.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nTHE ROLE\n\nSiena is the CX operating system for brands. We ship faster than anyone in the category, and that pace has outrun our ability to teach what we're building. Our team learns about new products in Slack. Our customers learn about them on calls. The market learns about them too late.\n\nThis role exists to change that.\n\nYou will teach Siena to three audiences: the people who build it, the brands who use it, and the market that will eventually adopt it. You will build the curriculum, the community, and the credentials that make Siena something people learn, not something they discover.\n\nYou are a product person who teaches. A builder who writes. A communicator who ships.\n\n\n\n\nWHAT YOU'LL DO\n\n - Run product education for the Siena team. Every release lands with a session, a doc, and a demo that the company actually walks away knowing.\n\n - Run customer workshops and recurring product sessions. One use case at a time. Real depth, real outcomes.\n\n - Build the customer onboarding path. From signed contract to first value, repeatable across every segment.\n\n - Onboard every new hire. They ramp through your program, and they're productive faster because of it.\n\n - Build the demo library. Live, recorded, vertical-specific, persona-specific. Sales pulls from it. Customers learn from it.\n\n - Build Siena Academy. Curriculum, certifications, learning paths. Internal and external. The credential brands earn to show they know Siena.\n\n - Build the Siena community. The recurring spaces, events, and rituals where customers, partners, and operators come to learn from us and each other.\n\n - Educate the market. Open courses, public content, frameworks others adopt. The Academy becomes the category-defining resource on CX AI.\n\n - Arm sales with demos, narratives, and product positioning. Demo scripts, vertical storylines, the words that close deals.\n\n - Build the AI systems that scale all of the above. You teach the agents how to teach. Your taste is the final filter.\n\n\n\n\nWHAT WE'RE LOOKING FOR\n\n - Product-fluent. You understand AI products deeply. You can use Siena, break it, and teach it. \n\n - An exceptional teacher. You make complex things simple. You take a use case and turn it into a 30-minute session that someone walks away knowing. \n\n - A storyteller and communicator. You write, present, and translate complex product into clear narrative. Every workshop, every certification, every piece of content is a story.\n\n - A community builder. You've gathered people around something they care about. You know how to create the spaces where customers, partners, and operators want to show up and stay.\n\n - AI-native. You build agents. You build systems. You've replaced workflows with AI before you joined us, and you'll do it again here.\n\n - A builder. You've shipped something from zero. A curriculum, a program, an academy, a community. You operate without a brief.\n\n - Excited about consumer brands. We serve Spanx, Allbirds, FIGS, HexClad, Brooklinen, Coterie, Grüns, Kitsch, and dozens of others.\n\n\n\n\nHARD FILTERS\n\n 1. Product-fluent. Can demo, break, and teach Siena at depth.\n\n 2. Exceptional teacher and storyteller. Has turned complex products into teachable, memorable skills before.\n\n 3. AI-native. Builds with AI, not just uses it.\n\n 4. Builder. Has shipped something from zero.\n\n\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"9b020e8d-d953-4e52-b13e-f20397cc9199","title":"Software Engineer, Platform Experience","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"Argentina","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Buenos Aires","address":{"postalAddress":{"addressRegion":"Buenos Aires","addressCountry":"Argentina","addressLocality":"Buenos Aires"}}},{"location":"Brazil","address":{"postalAddress":{"addressCountry":"Brazil"}}},{"location":"Mexico City","address":{"postalAddress":{"addressRegion":"Mexico City","addressCountry":"Mexico","addressLocality":"Mexico City"}}},{"location":"Rio de Janeiro","address":{"postalAddress":{"addressRegion":"Rio de Janeiro","addressCountry":"Brazil","addressLocality":"Rio de Janeiro"}}},{"location":"Sao Paolo","address":{"postalAddress":{"addressRegion":"Sao Paolo","addressCountry":"Brazil","addressLocality":"Sao Paolo"}}}],"publishedAt":"2026-06-19T21:48:34.276+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Argentina"}},"jobUrl":"https://jobs.ashbyhq.com/siena/9b020e8d-d953-4e52-b13e-f20397cc9199","applyUrl":"https://jobs.ashbyhq.com/siena/9b020e8d-d953-4e52-b13e-f20397cc9199/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
You take the hardest problems our customers hit in production and solve them end to end. A webhook that stopped firing overnight. An agent filling the wrong parameter. A report that won't reconcile. Today those land on a product engineer's desk and pull them off the roadmap. That stops with you.
More than troubleshooting. You find the real cause, work the customer directly to a resolution (including jumping on a call when that's fastest), then build the automation so it never comes back.
You're an accelerator. Every fix makes the next one faster and the product better.
A clear path forward. This is the front door to deployment and platform work at Siena. Grow from here into a Forward Deployed Engineer or deeper into platform engineering.
You solve problems end to end. Given a customer, some logs, and a vague symptom, you find the break and tell a customer-side cause from a product bug. You don't stop at \"it's not our bug.\"
You like talking to customers. You'll get on a call, find the real problem behind the report, and resolve it live. Customer contact is leverage, not a chore.
You're excited to build automation. The fix in front of you is half the job. Building the thing that means nobody fixes it again is the other half. You think in leverage. This is the signal that matters most.
You're fluent with AI agents and prompts. You've built or debugged LLM workflows and know how they break: prompts, knowledge bases, intent classification, retrieval, and the gap between what passes in test and what runs live. You can read a prompt, spot why it misfires, and rewrite it. No black boxes.
You read and reason through code. You're comfortable in our core stack — Node.js, TypeScript, React, Express — or close enough to ramp fast. You can trace customer-side JavaScript in the browser, write diagnostic SQL against PostgreSQL, and navigate a backend service without waiting on someone else.
You use AI coding tools as leverage. Fluent with Claude Code or equivalent to script a query, clean a dataset, or navigate a new codebase fast. Judgment about when to automate, not syntax recall.
You own problems nobody assigned you. You've worked where the process didn't exist yet, found something broken, and driven it to a fix.
You make people around you better. You leave teammates more capable through docs, tools, and walkthroughs.
Nice to have: observability tooling (Grafana, Honeycomb, Sentry); internal tooling that turned manual work into a system. Ecommerce or DTC exposure is a plus, not a requirement.
Own the hard problems end to end. Trace, reproduce, fix, or hand engineering a clean reproduction. Range across APIs and integrations, customer-side JavaScript, agent behaviour, and data. Get on the call when that's the fastest path.
Debug the agents and the prompts. Diagnose whether a wrong answer or misfire is prompt, knowledge base, config, or model, then fix the prompt or setup so it holds under real traffic.
Build so it doesn't happen twice. For every fix, two questions you own: can the team handle this next time with a runbook or tool, and what do we build so the system catches the next one. This half compounds.
Close the loop to Product. You're the structured, metrics-backed signal between what customers hit in the wild and what we build next. Surface patterns, not one-offs. Make the product measurably better.
Raise the team's floor. Lift what the whole team can resolve instead of being the only one who can.
Know where your scope ends. Escalate genuine product bugs, infra, and outages with a clean reproduction, not a shrug.
The point of this role isn't closing tickets faster. It's that the product visibly gets better because you've killed the root cause of recurring problems. Resolution is the floor. Product quality is the win.
By 90 days: you've named the top recurring failure patterns and you're attacking them at the root, not patching symptoms. At least one class of problem is fixed in the product itself, not just resolved ticket by ticket, so it stops showing up at all. Resolution is handled without pulling engineers off the roadmap, but the real signal is fewer problems existing in the first place.
By 6 months: recurring issue classes are measurably down because the root causes are gone, the product is demonstrably more robust, and your feedback loop to Product is shipping real improvements. The team resolves more on its own because the system catches the next one, not heroics.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nTHE ROLE\n\nYou take the hardest problems our customers hit in production and solve them end to end. A webhook that stopped firing overnight. An agent filling the wrong parameter. A report that won't reconcile. Today those land on a product engineer's desk and pull them off the roadmap. That stops with you.\n\n - More than troubleshooting. You find the real cause, work the customer directly to a resolution (including jumping on a call when that's fastest), then build the automation so it never comes back.\n\n - You're an accelerator. Every fix makes the next one faster and the product better.\n\n - A clear path forward. This is the front door to deployment and platform work at Siena. Grow from here into a Forward Deployed Engineer or deeper into platform engineering.\n\n\n\n\nWHO YOU ARE\n\n - You solve problems end to end. Given a customer, some logs, and a vague symptom, you find the break and tell a customer-side cause from a product bug. You don't stop at \"it's not our bug.\"\n\n - You like talking to customers. You'll get on a call, find the real problem behind the report, and resolve it live. Customer contact is leverage, not a chore.\n\n - You're excited to build automation. The fix in front of you is half the job. Building the thing that means nobody fixes it again is the other half. You think in leverage. This is the signal that matters most.\n\n - You're fluent with AI agents and prompts. You've built or debugged LLM workflows and know how they break: prompts, knowledge bases, intent classification, retrieval, and the gap between what passes in test and what runs live. You can read a prompt, spot why it misfires, and rewrite it. No black boxes.\n\n - You read and reason through code. You're comfortable in our core stack — Node.js, TypeScript, React, Express — or close enough to ramp fast. You can trace customer-side JavaScript in the browser, write diagnostic SQL against PostgreSQL, and navigate a backend service without waiting on someone else.\n\n - You use AI coding tools as leverage. Fluent with Claude Code or equivalent to script a query, clean a dataset, or navigate a new codebase fast. Judgment about when to automate, not syntax recall.\n\n - You own problems nobody assigned you. You've worked where the process didn't exist yet, found something broken, and driven it to a fix.\n\n - You make people around you better. You leave teammates more capable through docs, tools, and walkthroughs.\n\n - Nice to have: observability tooling (Grafana, Honeycomb, Sentry); internal tooling that turned manual work into a system. Ecommerce or DTC exposure is a plus, not a requirement.\n\n\n\n\nWHAT YOU'LL DO\n\n - Own the hard problems end to end. Trace, reproduce, fix, or hand engineering a clean reproduction. Range across APIs and integrations, customer-side JavaScript, agent behaviour, and data. Get on the call when that's the fastest path.\n\n - Debug the agents and the prompts. Diagnose whether a wrong answer or misfire is prompt, knowledge base, config, or model, then fix the prompt or setup so it holds under real traffic.\n\n - Build so it doesn't happen twice. For every fix, two questions you own: can the team handle this next time with a runbook or tool, and what do we build so the system catches the next one. This half compounds.\n\n - Close the loop to Product. You're the structured, metrics-backed signal between what customers hit in the wild and what we build next. Surface patterns, not one-offs. Make the product measurably better.\n\n - Raise the team's floor. Lift what the whole team can resolve instead of being the only one who can.\n\n - Know where your scope ends. Escalate genuine product bugs, infra, and outages with a clean reproduction, not a shrug.\n\n\n\n\nWHAT SUCCESS LOOKS LIKE\n\nThe point of this role isn't closing tickets faster. It's that the product visibly gets better because you've killed the root cause of recurring problems. Resolution is the floor. Product quality is the win.\n\n - By 90 days: you've named the top recurring failure patterns and you're attacking them at the root, not patching symptoms. At least one class of problem is fixed in the product itself, not just resolved ticket by ticket, so it stops showing up at all. Resolution is handled without pulling engineers off the roadmap, but the real signal is fewer problems existing in the first place.\n\n - By 6 months: recurring issue classes are measurably down because the root causes are gone, the product is demonstrably more robust, and your feedback loop to Product is shipping real improvements. The team resolves more on its own because the system catches the next one, not heroics.\n\n\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"bece1b22-9932-4621-ba86-4c5352344cf2","title":"Forward Deployed Product Manager, Agents","department":"Deployment ","team":"Deployment ","employmentType":"FullTime","location":"Unite States / Canada","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Brazil","address":{"postalAddress":{"addressCountry":"Brazil"}}},{"location":"Argentina","address":{"postalAddress":{"addressCountry":"Argentina"}}}],"publishedAt":"2026-05-15T17:33:26.497+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United States"}},"jobUrl":"https://jobs.ashbyhq.com/siena/bece1b22-9932-4621-ba86-4c5352344cf2","applyUrl":"https://jobs.ashbyhq.com/siena/bece1b22-9932-4621-ba86-4c5352344cf2/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The role
As a Forward Deployed Product Manager, Agents, you're embedded directly with strategic accounts, owning their deployment outcomes end-to-end while feeding the insights back into the platform. You're the person on the ground who deploys agents, drives automation rates, and turns what you learn into product improvements that scale across every customer.
You're energised by the loop: deploy agents → drive outcomes → identify gaps → build platform improvements → repeat.
Who you are
5+ years in PM, solutions engineering, forward deployment, or technical account ownership
AI-native mindset - you live in Claude, Cursor, and build your own workflows before anyone asks
You can scope webhooks, OAuth flows, and complex integrations without needing an engineer to translate
You've lived the problems customers are trying to solve - you know what great CX looks like from the inside
You can diagnose whether a deployment problem is technical, operational, or stakeholder-driven, and prioritise accordingly
You're comfortable advising CX leaders on organisational design, process optimisation, and transformation strategy
You ship features, write docs, run demos, and measure what matters
Remote - Canada, Latin America preferred
What you'll do
Own AI agent outcomes for strategic accounts end-to-end - automation rates, resolution rates, time-to-value
Deploy agents, identify what's blocking progress, then build the platform fix so the next account benefits
Work directly with enterprise CX leaders to design AI transformation roadmaps - and execute them
Turn deployment insights into platform capabilities. What you learn in the field shapes what we build next
Build and improve agent capabilities that work across platforms - support, shopping, reviews, voice, social
Design evaluation systems: QA suites, automated testing, performance monitoring
Run full launch cycles from internal testing to GA, including customer enablement
Demo your own products and co-sell alongside sales - you'll be known by name in our customer communities
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe role\n\nAs a Forward Deployed Product Manager, Agents, you're embedded directly with strategic accounts, owning their deployment outcomes end-to-end while feeding the insights back into the platform. You're the person on the ground who deploys agents, drives automation rates, and turns what you learn into product improvements that scale across every customer.\n\nYou're energised by the loop: deploy agents → drive outcomes → identify gaps → build platform improvements → repeat.\n\nWho you are\n\n - 5+ years in PM, solutions engineering, forward deployment, or technical account ownership\n\n - AI-native mindset - you live in Claude, Cursor, and build your own workflows before anyone asks\n\n - You can scope webhooks, OAuth flows, and complex integrations without needing an engineer to translate\n\n - You've lived the problems customers are trying to solve - you know what great CX looks like from the inside\n\n - You can diagnose whether a deployment problem is technical, operational, or stakeholder-driven, and prioritise accordingly\n\n - You're comfortable advising CX leaders on organisational design, process optimisation, and transformation strategy\n\n - You ship features, write docs, run demos, and measure what matters\n\n - Remote - Canada, Latin America preferred\n\nWhat you'll do\n\n - Own AI agent outcomes for strategic accounts end-to-end - automation rates, resolution rates, time-to-value\n\n - Deploy agents, identify what's blocking progress, then build the platform fix so the next account benefits\n\n - Work directly with enterprise CX leaders to design AI transformation roadmaps - and execute them\n\n - Turn deployment insights into platform capabilities. What you learn in the field shapes what we build next\n\n - Build and improve agent capabilities that work across platforms - support, shopping, reviews, voice, social\n\n - Design evaluation systems: QA suites, automated testing, performance monitoring\n\n - Run full launch cycles from internal testing to GA, including customer enablement\n\n - Demo your own products and co-sell alongside sales - you'll be known by name in our customer communities\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"7627e178-473e-4ebd-b193-62ffefafdae0","title":"Deployment Manager, AI Agents","department":"Deployment ","team":"Deployment ","employmentType":"FullTime","location":"Argentina","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Brazil","address":{"postalAddress":{"addressCountry":"Brazil"}}}],"publishedAt":"2026-07-20T12:34:00.945+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Argentina"}},"jobUrl":"https://jobs.ashbyhq.com/siena/7627e178-473e-4ebd-b193-62ffefafdae0","applyUrl":"https://jobs.ashbyhq.com/siena/7627e178-473e-4ebd-b193-62ffefafdae0/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The role
As a Deployment Manager, AI Agents, you own the delivery side of the business. You're embedded in customer accounts, managing complex multi-stakeholder deployments from kick-off through to sustained automation performance. You're the person who keeps things moving when complexity is high, timelines are tight, and no two accounts look the same.
This isn't a role for order-takers. The deployment team at Siena is the difference between a customer that churns and a customer that expands. You own that outcome.
Who you are
5+ years in customer experience operations, support ops, implementation, or CX agency work - deep helpdesk fluency (Zendesk, Gorgias, or similar) is a strong plus
You understand how support operations actually work: ticket lifecycle, routing logic, automation health, escalation flows. This is the context that takes years to build and that we can't afford to teach from scratch
A natural project manager - you break complex problems into simple plans, keep multiple workstreams on track, and keep every stakeholder aligned without burning out
SaaS or e-commerce background is a bonus; CX operations depth is the primary signal
You communicate clearly under pressure: written updates, verbal briefings, Slack threads - you make the status of every account visible without anyone having to ask
You're proactive with data: you watch automation rate, deflection, and escalation patterns, catch the dip before the customer flags it, and bring evidence when something needs attention - not gut feel.
AI fluency - you use AI tools actively in your workflow and can enable and guide, confidently customers who are new to the space
You co-lead - you're not here to own everything solo, you're here to share the load with a team and make the whole function stronger
Remote
What you'll do
Own deployments from zero to live - kick-off, automation setup, stakeholder alignment, and hitting the metrics that matter
Co-lead strategic accounts with senior team members, taking on responsibility progressively as you ramp
Apply your CX ops knowledge to diagnose why accounts are stuck: helpdesk configuration, ticket routing gaps, automation logic, escalation failures - and drive the fix
Keep every account you touch moving: daily updates, proactive escalations, clear documentation of progress and blockers
Manage customer expectations with confidence: hold timelines, push back when scope creeps, and keep relationships intact when things get hard
Shadow and support senior team members for the first 30 days, then take the lead on accounts
Feed operational patterns back to the product team: you see problems across accounts before anyone else does
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe role\n\nAs a Deployment Manager, AI Agents, you own the delivery side of the business. You're embedded in customer accounts, managing complex multi-stakeholder deployments from kick-off through to sustained automation performance. You're the person who keeps things moving when complexity is high, timelines are tight, and no two accounts look the same.\n\nThis isn't a role for order-takers. The deployment team at Siena is the difference between a customer that churns and a customer that expands. You own that outcome.\n\nWho you are\n\n - 5+ years in customer experience operations, support ops, implementation, or CX agency work - deep helpdesk fluency (Zendesk, Gorgias, or similar) is a strong plus\n\n - You understand how support operations actually work: ticket lifecycle, routing logic, automation health, escalation flows. This is the context that takes years to build and that we can't afford to teach from scratch\n\n - A natural project manager - you break complex problems into simple plans, keep multiple workstreams on track, and keep every stakeholder aligned without burning out\n\n - SaaS or e-commerce background is a bonus; CX operations depth is the primary signal\n\n - You communicate clearly under pressure: written updates, verbal briefings, Slack threads - you make the status of every account visible without anyone having to ask\n\n - You're proactive with data: you watch automation rate, deflection, and escalation patterns, catch the dip before the customer flags it, and bring evidence when something needs attention - not gut feel.\n\n - AI fluency - you use AI tools actively in your workflow and can enable and guide, confidently customers who are new to the space\n\n - You co-lead - you're not here to own everything solo, you're here to share the load with a team and make the whole function stronger\n\n - Remote \n\nWhat you'll do\n\n - Own deployments from zero to live - kick-off, automation setup, stakeholder alignment, and hitting the metrics that matter\n\n - Co-lead strategic accounts with senior team members, taking on responsibility progressively as you ramp\n\n - Apply your CX ops knowledge to diagnose why accounts are stuck: helpdesk configuration, ticket routing gaps, automation logic, escalation failures - and drive the fix\n\n - Keep every account you touch moving: daily updates, proactive escalations, clear documentation of progress and blockers\n\n - Manage customer expectations with confidence: hold timelines, push back when scope creeps, and keep relationships intact when things get hard\n\n - Shadow and support senior team members for the first 30 days, then take the lead on accounts\n\n - Feed operational patterns back to the product team: you see problems across accounts before anyone else does\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"3dbc355e-183c-4c84-8596-f002de59fcf5","title":"Product Education & Community Lead","department":"GTM","team":"GTM","employmentType":"FullTime","location":"New York","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Boston","address":{"postalAddress":{"addressCountry":"USA","addressLocality":"Boston"}}},{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}},{"location":"Denver","address":{"postalAddress":{"addressRegion":"Colorado","addressCountry":"United States","addressLocality":"Denver"}}},{"location":"Chicago","address":{"postalAddress":{"addressRegion":"Illinois","addressCountry":"United States","addressLocality":"Chicago"}}}],"publishedAt":"2026-05-29T17:57:48.862+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/siena/3dbc355e-183c-4c84-8596-f002de59fcf5","applyUrl":"https://jobs.ashbyhq.com/siena/3dbc355e-183c-4c84-8596-f002de59fcf5/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
You are, first, a product expert. You can take a complex, fast-moving product and dissect it into something people understand - across whatever format the moment needs: a demo, a workshop, a doc, a short video, a certification path.
Second, you know how to turn that understanding into something that sells. You break features into sellable units, and you teach the team how to put them in front of a customer. Third, you build the community that turns all of that into a network that compounds.
It's a founding role: a blank page, a fast product, and real ownership over the result. No playbook waiting for you, and no content team underneath you—you make the thing.
This isn't a fit if you've spent your career running someone else's training program inside a big org. It is a fit if you live in the product, build with AI, and have shipped something real from zero.
Product fluency, made teachable. You go deep on the product, then turn that depth into content people actually retain—across formats, for both customers and the internal team. This is the root of everything else in the role.
Sales enablement. Demos, talk tracks, the demo library, objection handling, vertical-specific demos, and the positioning sales uses to close. You translate product depth into sellable units, and you own demo quality and demo-to-close conversion as outcomes, not activities.
Siena Academy. The curriculum, certifications, workshops, and learning paths—public and private. The goal is for it to become the resource people in CX AI point to.
Customer onboarding. The path from contract signed to first value: documented, repeatable, and shorter than it is today, across every segment.
Internal team education. Every new hire ramps through your program. Every product release becomes a learning moment within 48 hours of ship, not a Slack post that scrolls away.
Community. AI Labs, Siena Renaissance, founder voices, the customer council. Today it's events and one-off moments. You build the system that turns customers and prospects into a flywheel.
AI agents that scale you. You teach the agents how to teach. Your taste is the final filter on what ships.
Out of scope: demand gen, paid, brand, category narrative, PR, and product launches as market moments. Growth owns those. You make the team and the customers great at the product.
You know the product cold and the team knows it because of you. Every new hire ramps through your program, and every release lands as a learning moment inside 48 hours of ship.
Demos are sharper and demo-to-close is measurably up. Battle cards, objection handling, and vertical demo scripts shipped for the top 3 verticals.
Siena Academy v2 is live. Core curriculum shipped, with the first cohort of customers and team members through it.
Onboarding from signed to first value is documented, repeatable, and measurably shorter than today.
One-to-many product workshops run weekly - activating customers, teaching them to use the platform properly, and expanding them into new use cases and SKUs.
These are non-negotiable:
Product-fluent, first and foremost. You can demo, break, and teach a product at depth. Not a marketer who skimmed the product—someone who lives in it and gets energy from understanding how it actually works.
A translator. You take complex features and turn them into things people understand and salespeople can sell. Different formats, different audiences, same clarity.
An exceptional teacher and storyteller. You have a track record of turning complex products into skills people actually retain.
AI-native. You build with AI. You've shipped agents and workflows that replaced real manual work, not just used the tools.
A builder. You've shipped something from zero—an academy, a curriculum, a community, a function. Improving an inherited system isn't the same thing.
An operator. Team of one to start, no agency dependency. You make the work; you don't manage people who make it.
You've done this at Intercom (or Fin), Attentive, Klaviyo, Gorgias, Recharge, Shopify, Gainsight, Notion, Figma, or Linear—companies that built education and community into competitive moats.
You're doing this exact job at another AI company today.
You've scaled a customer community from zero. Built one, not managed one.
You've built product or sales enablement that measurably moved win rate.
You're a generalist trainer who's comfortable a layer above the product. This role lives inside it.
Your background is L&D or corporate training only.
You've managed a community but never built a compounding system. A Slack group isn't a flywheel.
You need a content team underneath you to produce output.
You treat education as separate from revenue. If you can't tie your work to win rate, retention, and expansion, we're not a fit.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nTHE ROLE\n\nYou are, first, a product expert. You can take a complex, fast-moving product and dissect it into something people understand - across whatever format the moment needs: a demo, a workshop, a doc, a short video, a certification path. \n\nSecond, you know how to turn that understanding into something that sells. You break features into sellable units, and you teach the team how to put them in front of a customer. Third, you build the community that turns all of that into a network that compounds.\n\nIt's a founding role: a blank page, a fast product, and real ownership over the result. No playbook waiting for you, and no content team underneath you—you make the thing.\n\nThis isn't a fit if you've spent your career running someone else's training program inside a big org. It is a fit if you live in the product, build with AI, and have shipped something real from zero.\n\n\n\nWHAT YOU'LL OWN\n\n - Product fluency, made teachable. You go deep on the product, then turn that depth into content people actually retain—across formats, for both customers and the internal team. This is the root of everything else in the role.\n\n - Sales enablement. Demos, talk tracks, the demo library, objection handling, vertical-specific demos, and the positioning sales uses to close. You translate product depth into sellable units, and you own demo quality and demo-to-close conversion as outcomes, not activities.\n\n - Siena Academy. The curriculum, certifications, workshops, and learning paths—public and private. The goal is for it to become the resource people in CX AI point to.\n\n - Customer onboarding. The path from contract signed to first value: documented, repeatable, and shorter than it is today, across every segment.\n\n - Internal team education. Every new hire ramps through your program. Every product release becomes a learning moment within 48 hours of ship, not a Slack post that scrolls away.\n\n - Community. AI Labs, Siena Renaissance, founder voices, the customer council. Today it's events and one-off moments. You build the system that turns customers and prospects into a flywheel.\n\n - AI agents that scale you. You teach the agents how to teach. Your taste is the final filter on what ships.\n\nOut of scope: demand gen, paid, brand, category narrative, PR, and product launches as market moments. Growth owns those. You make the team and the customers great at the product. \n\n\n\nWHAT SUCCESS LOOKS LIKE IN 90 DAYS\n\n - You know the product cold and the team knows it because of you. Every new hire ramps through your program, and every release lands as a learning moment inside 48 hours of ship.\n\n - Demos are sharper and demo-to-close is measurably up. Battle cards, objection handling, and vertical demo scripts shipped for the top 3 verticals.\n\n - Siena Academy v2 is live. Core curriculum shipped, with the first cohort of customers and team members through it.\n\n - Onboarding from signed to first value is documented, repeatable, and measurably shorter than today.\n\n - One-to-many product workshops run weekly - activating customers, teaching them to use the platform properly, and expanding them into new use cases and SKUs.\n\n\nWHO YOU ARE\n\nThese are non-negotiable:\n\n - Product-fluent, first and foremost. You can demo, break, and teach a product at depth. Not a marketer who skimmed the product—someone who lives in it and gets energy from understanding how it actually works.\n\n - A translator. You take complex features and turn them into things people understand and salespeople can sell. Different formats, different audiences, same clarity.\n\n - An exceptional teacher and storyteller. You have a track record of turning complex products into skills people actually retain.\n\n - AI-native. You build with AI. You've shipped agents and workflows that replaced real manual work, not just used the tools.\n\n - A builder. You've shipped something from zero—an academy, a curriculum, a community, a function. Improving an inherited system isn't the same thing.\n\n - An operator. Team of one to start, no agency dependency. You make the work; you don't manage people who make it.\n\n\nNICE TO HAVE:\n\n - You've done this at Intercom (or Fin), Attentive, Klaviyo, Gorgias, Recharge, Shopify, Gainsight, Notion, Figma, or Linear—companies that built education and community into competitive moats.\n\n - You're doing this exact job at another AI company today.\n\n - You've scaled a customer community from zero. Built one, not managed one.\n\n - You've built product or sales enablement that measurably moved win rate.\n\n\nTHIS IS NOT THE ROLE FOR YOU IF:\n\n - You're a generalist trainer who's comfortable a layer above the product. This role lives inside it.\n\n - Your background is L&D or corporate training only.\n\n - You've managed a community but never built a compounding system. A Slack group isn't a flywheel.\n\n - You need a content team underneath you to produce output.\n\n - You treat education as separate from revenue. If you can't tie your work to win rate, retention, and expansion, we're not a fit.\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"91e5e63a-7b02-4176-8b8f-0747042d756f","title":"Senior Fullstack Engineer","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"Argentina","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Brazil","address":{"postalAddress":{"addressCountry":"Brazil"}}},{"location":"United Kingdom","address":{"postalAddress":{"addressCountry":"United Kingdom"}}},{"location":"Romania","address":{"postalAddress":{"addressCountry":"Romania"}}}],"publishedAt":"2026-06-09T19:48:35.571+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"Argentina"}},"jobUrl":"https://jobs.ashbyhq.com/siena/91e5e63a-7b02-4176-8b8f-0747042d756f","applyUrl":"https://jobs.ashbyhq.com/siena/91e5e63a-7b02-4176-8b8f-0747042d756f/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
As a Senior Full Stack Engineer, you will own meaningful parts of the platform end to end. You will take ambiguous problems, work out the right approach, and ship reliable, high-performance systems that real brands depend on every day.
You will work closely with product to shape scope and roadmap, make real architectural decisions within your area, and do your best work without being managed task by task.
This role is for engineers who want ownership and can carry it.
Own features and systems across the full stack, frontend, backend, and infrastructure, from problem definition through production.
Partner with product to break down ambiguous scope and ship in iterative, high-impact releases.
Make real architectural and design decisions in your area, and explain the reasoning so the team can build on it.
Take cutting-edge language models into enterprise customer workflows, where reliability and safety actually matter.
Solve hard engineering problems: API performance, microservices, scaling across channels and brands.
Maintain and improve our AWS infrastructure with a DevOps mindset.
Raise the bar around you. Share what you know, review thoughtfully, and help teammates level up.
5+ years of software engineering, with real ownership of systems you have shipped and run in production.
Strong full-stack engineer in our core stack: Node.js, React, TypeScript, Express.
Solid with AWS (Fargate, Lambda, EC2, SQS) and with PostgreSQL and Redis.
Comfortable with CI/CD pipelines (CodePipeline, GitHub Actions, or similar).
Experienced with microservices and scalable systems.
Product-focused. You think past the code to customer outcomes and business impact.
You have shipped LLM-powered features to production. This is a must, not a bonus. You know what breaks when models meet real users.
High-ownership and direct. You take initiative, fix problems without waiting to be told, and say openly when something is not working.
Next.js.
Infrastructure as Code (CDK, Terraform).
Python.
Event-driven architecture.
Background in customer support or CX software.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nABOUT THE ROLE\n\nAs a Senior Full Stack Engineer, you will own meaningful parts of the platform end to end. You will take ambiguous problems, work out the right approach, and ship reliable, high-performance systems that real brands depend on every day.\n\nYou will work closely with product to shape scope and roadmap, make real architectural decisions within your area, and do your best work without being managed task by task. \n\nThis role is for engineers who want ownership and can carry it.\n\n\n\nWHAT YOU'LL DO\n\n - Own features and systems across the full stack, frontend, backend, and infrastructure, from problem definition through production.\n\n - Partner with product to break down ambiguous scope and ship in iterative, high-impact releases.\n\n - Make real architectural and design decisions in your area, and explain the reasoning so the team can build on it.\n\n - Take cutting-edge language models into enterprise customer workflows, where reliability and safety actually matter.\n\n - Solve hard engineering problems: API performance, microservices, scaling across channels and brands.\n\n - Maintain and improve our AWS infrastructure with a DevOps mindset.\n\n - Raise the bar around you. Share what you know, review thoughtfully, and help teammates level up.\n\n\nWHO YOU ARE\n\n - 5+ years of software engineering, with real ownership of systems you have shipped and run in production.\n\n - Strong full-stack engineer in our core stack: Node.js, React, TypeScript, Express.\n\n - Solid with AWS (Fargate, Lambda, EC2, SQS) and with PostgreSQL and Redis.\n\n - Comfortable with CI/CD pipelines (CodePipeline, GitHub Actions, or similar).\n\n - Experienced with microservices and scalable systems.\n\n - Product-focused. You think past the code to customer outcomes and business impact.\n\n - You have shipped LLM-powered features to production. This is a must, not a bonus. You know what breaks when models meet real users.\n\n - High-ownership and direct. You take initiative, fix problems without waiting to be told, and say openly when something is not working.\n\n\nBONUS POINTS\n\n - Next.js.\n\n - Infrastructure as Code (CDK, Terraform).\n\n - Python.\n\n - Event-driven architecture.\n\n - Background in customer support or CX software.\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"c5430e14-d8bd-4e9a-b36e-4648306dad54","title":"Solutions Engineer - Remote","department":"GTM","team":"GTM","employmentType":"FullTime","location":"Austin","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Boston","address":{"postalAddress":{"addressCountry":"USA","addressLocality":"Boston"}}},{"location":"Miami","address":{"postalAddress":{"addressRegion":"Florida","addressCountry":"USA","addressLocality":"Miami"}}},{"location":"Nashville","address":{"postalAddress":{"addressRegion":"Tennessee","addressCountry":"United States","addressLocality":"Nashville"}}},{"location":"Seattle","address":{"postalAddress":{"addressRegion":"Washington State","addressCountry":"United States","addressLocality":"Seattle"}}},{"location":"North Carolina","address":{"postalAddress":{"addressRegion":"North Carolina","addressCountry":"USA","addressLocality":"Raleigh"}}},{"location":"New York","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}}},{"location":"London","address":{"postalAddress":{"addressRegion":"London","addressCountry":"United Kingdom","addressLocality":"London"}}},{"location":"Chicago","address":{"postalAddress":{"addressRegion":"Illinois","addressCountry":"United States","addressLocality":"Chicago"}}},{"location":"Portland","address":{"postalAddress":{"addressRegion":"Oregon","addressCountry":"United States","addressLocality":"Portland"}}}],"publishedAt":"2026-06-18T19:02:37.472+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"Texas","addressCountry":"USA","addressLocality":"Austin"}},"jobUrl":"https://jobs.ashbyhq.com/siena/c5430e14-d8bd-4e9a-b36e-4648306dad54","applyUrl":"https://jobs.ashbyhq.com/siena/c5430e14-d8bd-4e9a-b36e-4648306dad54/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
This is a hands-on Solutions Engineer role, the second SE on a small, high-output GTM team. You'll own the technical side of the customer lifecycle: pre-sales demos and integration scoping through to post-sales custom builds and new workflows inside existing accounts.
A big part of this role is enablement. You'll build and maintain the demo environment and asset library that the whole GTM team relies on, and create demos and technical assets for internal teams and external workshops and lounges. The other half is staying in accounts after the deal closes, scoping new custom integrations and building new workflows alongside the field deployment managers who own the outcomes.
You'll build and test integrations yourself, write and price statements of work, run live trials against real customer data, and be the credible technical voice in the room, solo or alongside an Account Executive.
You'll partner most closely with AEs on commercial strategy, Engineering and Product on feasibility and roadmap, and the Deployment / CS team on pilot execution and ongoing account work.
While we've listed a few preferred locations, we're flexible as the role is remote. What matters most is your ability to overlap with EST hours and join us in NYC from time to time for in-person collaboration.
Enablement & demos
Build and maintain the demo environment and asset library (live demos, video assets, scenario flows) so the whole GTM team can sell accurately, and create demos and technical content for internal teams and external workshops and lounges.
Run demos built around the prospect's actual problems and data, across our Support, Shopping, Social, Reviews, and Voice agents and Siena Intelligence.
Train AEs and CSMs to demo, and assist with RFPs and security questionnaires.
Pre-sales, POCs & trials
Lead live technical discovery: map the prospect's stack, answer \"can it do X?\" honestly, and propose solutions when the standard product doesn't fit.
Own multi-week POC / trial programs end to end: kickoff, integration connect, buildout, QA, troubleshooting, and final readout, with clean handoffs to Deployment.
Integrations & post-sales builds
Scope integrations across the e-commerce CX stack, decide native-vs-custom, and build and test them yourself (custom actions, validated in Postman against live or sandbox endpoints).
Work in existing accounts alongside field deployment managers to scope new custom integrations and build new workflows as customer needs evolve.
Draft, scope, and price Statements of Work, and support pricing with the technical ROI and volume case (the AE owns commercial terms).
Product feedback
Be the connective tissue across Sales, Engineering, Product, and CS: triage issues, file well-scoped Linear tickets, and bring concrete product gaps into roadmap reviews, grounded in real deals.
Pre-sales experience. 3–5+ years as a Solutions / Sales Engineer (pre-sales) in B2B SaaS, with a track record of personally owning demos and POCs
Hands-on technical ability. Fluency with APIs, webhooks, and authentication methods; comfortable reading API docs, testing in Postman, and judging integration feasibility. You’ll need to be able to build
E-commerce CX stack breadth. Working knowledge of the ecosystem: Shopify plus helpdesks (Gorgias, Zendesk, Kustomer, Dixa, or similar), and adjacent tools for returns, subscriptions, reviews, loyalty, and post-purchase. Breadth across the stack matters more than depth in one tool.
Clear communication. The rare ability to explain AI and technical concepts clearly to a non-technical CX or commerce leader, and to write tight SOWs, RFP responses, and handoffs.
Self-direction. Comfort prioritizing across many simultaneous deals in a fast, small-team startup — and building your own process and leverage (including with AI tooling).
Hands-on experience configuring, prompting, or selling LLM / AI agent products.
Experience working with contact-center technology
Experience writing and pricing custom-integration SOWs, or a forward-deployed / implementation background.
Familiarity with the rapidly evolving AI CX landscape
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nABOUT THE ROLE\n\nThis is a hands-on Solutions Engineer role, the second SE on a small, high-output GTM team. You'll own the technical side of the customer lifecycle: pre-sales demos and integration scoping through to post-sales custom builds and new workflows inside existing accounts.\n\nA big part of this role is enablement. You'll build and maintain the demo environment and asset library that the whole GTM team relies on, and create demos and technical assets for internal teams and external workshops and lounges. The other half is staying in accounts after the deal closes, scoping new custom integrations and building new workflows alongside the field deployment managers who own the outcomes.\n\nYou'll build and test integrations yourself, write and price statements of work, run live trials against real customer data, and be the credible technical voice in the room, solo or alongside an Account Executive.\n\nYou'll partner most closely with AEs on commercial strategy, Engineering and Product on feasibility and roadmap, and the Deployment / CS team on pilot execution and ongoing account work.\n\n\n\nWhile we've listed a few preferred locations, we're flexible as the role is remote. What matters most is your ability to overlap with EST hours and join us in NYC from time to time for in-person collaboration.\n\n\n\n\n\nWHAT YOU'LL OWN\n\nEnablement & demos\n\n - Build and maintain the demo environment and asset library (live demos, video assets, scenario flows) so the whole GTM team can sell accurately, and create demos and technical content for internal teams and external workshops and lounges.\n\n - Run demos built around the prospect's actual problems and data, across our Support, Shopping, Social, Reviews, and Voice agents and Siena Intelligence.\n\n - Train AEs and CSMs to demo, and assist with RFPs and security questionnaires.\n\nPre-sales, POCs & trials\n\n - Lead live technical discovery: map the prospect's stack, answer \"can it do X?\" honestly, and propose solutions when the standard product doesn't fit.\n\n - Own multi-week POC / trial programs end to end: kickoff, integration connect, buildout, QA, troubleshooting, and final readout, with clean handoffs to Deployment.\n\nIntegrations & post-sales builds\n\n - Scope integrations across the e-commerce CX stack, decide native-vs-custom, and build and test them yourself (custom actions, validated in Postman against live or sandbox endpoints).\n\n - Work in existing accounts alongside field deployment managers to scope new custom integrations and build new workflows as customer needs evolve.\n\n - Draft, scope, and price Statements of Work, and support pricing with the technical ROI and volume case (the AE owns commercial terms).\n\nProduct feedback\n\n - Be the connective tissue across Sales, Engineering, Product, and CS: triage issues, file well-scoped Linear tickets, and bring concrete product gaps into roadmap reviews, grounded in real deals.\n\n\n\n\nWHAT YOU’LL NEED\n\n - Pre-sales experience. 3–5+ years as a Solutions / Sales Engineer (pre-sales) in B2B SaaS, with a track record of personally owning demos and POCs \n\n - Hands-on technical ability. Fluency with APIs, webhooks, and authentication methods; comfortable reading API docs, testing in Postman, and judging integration feasibility. You’ll need to be able to build\n\n - E-commerce CX stack breadth. Working knowledge of the ecosystem: Shopify plus helpdesks (Gorgias, Zendesk, Kustomer, Dixa, or similar), and adjacent tools for returns, subscriptions, reviews, loyalty, and post-purchase. Breadth across the stack matters more than depth in one tool.\n\n - Clear communication. The rare ability to explain AI and technical concepts clearly to a non-technical CX or commerce leader, and to write tight SOWs, RFP responses, and handoffs.\n\n - Self-direction. Comfort prioritizing across many simultaneous deals in a fast, small-team startup — and building your own process and leverage (including with AI tooling).\n\n\n\n\nBONUS POINTS\n\n - Hands-on experience configuring, prompting, or selling LLM / AI agent products.\n\n - Experience working with contact-center technology \n\n - Experience writing and pricing custom-integration SOWs, or a forward-deployed / implementation background.\n\n - Familiarity with the rapidly evolving AI CX landscape\n\n\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"1216b030-76e0-443e-a7a7-7e826d3b3960","title":"Product Specialist","department":"Product","team":"Product","employmentType":"FullTime","location":"Remote - Europe","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Buenos Aires","address":{"postalAddress":{"addressRegion":"Buenos Aires","addressCountry":"Argentina","addressLocality":"Buenos Aires"}}},{"location":"London","address":{"postalAddress":{"addressRegion":"London","addressCountry":"United Kingdom","addressLocality":"London"}}},{"location":"Sao Paolo","address":{"postalAddress":{"addressRegion":"Sao Paolo","addressCountry":"Brazil","addressLocality":"Sao Paolo"}}}],"publishedAt":"2026-06-26T18:07:57.152+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United Kingdom"}},"jobUrl":"https://jobs.ashbyhq.com/siena/1216b030-76e0-443e-a7a7-7e826d3b3960","applyUrl":"https://jobs.ashbyhq.com/siena/1216b030-76e0-443e-a7a7-7e826d3b3960/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The role
As a Product Specialist at Siena, you become the resident expert on how our platform works end-to-end: how each agent behaves, and how they work together as one system. You own a defined product surface deeply, you diagnose it with authority, and you're the bridge between the customers using it and the PM shaping where it goes next.
You're T-shaped. You know the whole platform end-to-end, and you go deep on one or two agents that become your own. You learn the product cold (prompt engineering, config, deployment), and then you put that knowledge to work across a range of product activities. This is a versatile, hands-on, product-minded role, not a ticket-closing one. You'll work a support queue, but the point isn't the queue, it's what it teaches you about how the product behaves in the real world.
You're energized by the loop: learn the product cold, diagnose agent behavior, enable people to use it, spot the themes, feed product, repeat.
If you've ever sat close to a product, noticed something the roadmap was missing, and pushed to change it, this role is built for you. It's for someone who's excited to work across a variety of product-related activities and wants to grow into product management, product marketing, deployment, or agent deployments.
Who you are
Product-minded above all: you go outside your job description to champion change and influence what gets built
You've taken themes across tickets or customer feedback and used them to push product or roadmap direction
Genuinely curious about how things work under the hood, happy to roll up your sleeves. You don't see a support queue as beneath you
A clear communicator who moves between technical and non-technical people without losing either
AI-native: you use AI tools to do real work at scale, and you reach for new ones without being asked
Based in EMEA or North America for strong timezone crossover with the team
Bonus points if you've worked in e-commerce or DTC brands, social media or community management, or done hands-on CX at scale
Nice to have, not required: hands-on with APIs, Shopify themes, prompt engineering, or user research
What you'll do
You'll work closely with our product team and leadership across a variety of product-related activities, including but not limited to:
Own a defined Siena product surface and become its resident expert
Learn the platform cold: how the agents behave, how they work together, prompt engineering, config, deployment
Diagnose agent behavior with authority: product, config, or customer setup
Run the feedback loop to the PM: turn the patterns you see across customers into clear, prioritized signal that shapes the roadmap
Own enablement: the docs, guides, and live-chat material that sit between too-technical and too-marketing
Run webinars and demos, support sales, and do the market research the team needs
Work the support queue on your surface, not as overflow, but as your direct line to how the product behaves
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe role\n\nAs a Product Specialist at Siena, you become the resident expert on how our platform works end-to-end: how each agent behaves, and how they work together as one system. You own a defined product surface deeply, you diagnose it with authority, and you're the bridge between the customers using it and the PM shaping where it goes next.\n\nYou're T-shaped. You know the whole platform end-to-end, and you go deep on one or two agents that become your own. You learn the product cold (prompt engineering, config, deployment), and then you put that knowledge to work across a range of product activities. This is a versatile, hands-on, product-minded role, not a ticket-closing one. You'll work a support queue, but the point isn't the queue, it's what it teaches you about how the product behaves in the real world.\n\nYou're energized by the loop: learn the product cold, diagnose agent behavior, enable people to use it, spot the themes, feed product, repeat.\n\nIf you've ever sat close to a product, noticed something the roadmap was missing, and pushed to change it, this role is built for you. It's for someone who's excited to work across a variety of product-related activities and wants to grow into product management, product marketing, deployment, or agent deployments.\n\nWho you are\n\n - Product-minded above all: you go outside your job description to champion change and influence what gets built\n\n - You've taken themes across tickets or customer feedback and used them to push product or roadmap direction\n\n - Genuinely curious about how things work under the hood, happy to roll up your sleeves. You don't see a support queue as beneath you\n\n - A clear communicator who moves between technical and non-technical people without losing either\n\n - AI-native: you use AI tools to do real work at scale, and you reach for new ones without being asked\n\n - Based in EMEA or North America for strong timezone crossover with the team\n\n - Bonus points if you've worked in e-commerce or DTC brands, social media or community management, or done hands-on CX at scale\n\n - Nice to have, not required: hands-on with APIs, Shopify themes, prompt engineering, or user research\n \n\nWhat you'll do\n\nYou'll work closely with our product team and leadership across a variety of product-related activities, including but not limited to:\n\n - Own a defined Siena product surface and become its resident expert\n\n - Learn the platform cold: how the agents behave, how they work together, prompt engineering, config, deployment\n\n - Diagnose agent behavior with authority: product, config, or customer setup\n\n - Run the feedback loop to the PM: turn the patterns you see across customers into clear, prioritized signal that shapes the roadmap\n\n - Own enablement: the docs, guides, and live-chat material that sit between too-technical and too-marketing\n\n - Run webinars and demos, support sales, and do the market research the team needs\n\n - Work the support queue on your surface, not as overflow, but as your direct line to how the product behaves\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"6335ebaf-54e2-49ae-bc50-4a686de55d9e","title":"Strategic Account Manager","department":"Account Management","team":"Account Management","employmentType":"FullTime","location":"New York","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Boston","address":{"postalAddress":{"addressCountry":"USA","addressLocality":"Boston"}}},{"location":"Remote - Europe","address":{"postalAddress":{"addressCountry":"United Kingdom"}}},{"location":"Chicago","address":{"postalAddress":{"addressRegion":"Illinois","addressCountry":"United States","addressLocality":"Chicago"}}}],"publishedAt":"2026-07-17T17:26:40.720+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/siena/6335ebaf-54e2-49ae-bc50-4a686de55d9e","applyUrl":"https://jobs.ashbyhq.com/siena/6335ebaf-54e2-49ae-bc50-4a686de55d9e/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The Role
You own the commercial relationship for Siena's highest-value brands: renewals, expansion, executive trust, and knowing your accounts better than anyone. A deployment strategist owns product outcomes for the same accounts — together you're the Siena pod.
You hold your accounts to specific, measurable commercial outcomes: net dollar retention, expansion, and the strength of the executive relationship. You own our Growth and Strategic segment accounts - not the full customer book - and work at the intersection of customer, sales, and your deployment strategist. You'll lead commercial reviews, executive account mapping, and account planning, and run in-person workshops, account visits, and QBRs with your accounts. Expect moderate travel.
What Success Looks Like
You are accountable for:
Net dollar retention (NDR) of your book
Expansion quota attainment
Executive relationship health across your accounts
What You'll Do
Own the Commercial Relationship End to End
Own a portfolio of Growth and Strategic accounts from post-onboarding through long-term growth
Build a concrete account plan with each customer: the commercial, operational, and CX metrics you're moving, and the timeline for moving them
Monitor account health, and when performance slips, bring in the deployment strategist — you own the customer communication and accountability while they execute the fix
Hold customers and internal teams accountable when progress stalls
Track and communicate impact clearly using data, not anecdotes
Map the Account and Build Executive Trust
Maintain a living stakeholder map for every account: who champions Siena, who's skeptical, who signs, and what changes when their org changes. Act on org changes before they become renewal risk.
Build durable relationships with executive decision-makers, not only day-to-day contacts. Own the executive cadence for your book so leadership sees Siena's value before the renewal conversation starts.
Drive Commercial Outcomes
Own renewal negotiations and independently identify and close expansion opportunities, including navigating procurement, pricing, and contract tradeoffs
Understand the cost, headcount, and revenue implications of CX decisions
Engage confidently with senior stakeholders, including CX leaders and executives
Quantify and communicate customer ROI using metrics tied to cost savings, efficiency, or revenue impact
Bring Product Depth to the Relationship
Develop a strong understanding of Siena's product: how the core agents work together, the customer problems they solve, and how to position them in customer conversations
Confidently explain product capabilities, connect them to business outcomes, and guide customers on the best strategic use cases
Lead Cross-Functional Execution
Turn vague customer problems into clear problem statements and execution plans, partnering with other teams when needed
Participate in cross-functional projects and build strong internal partnerships
Who You Are
Experience & Background
Startup background essential - fast-paced, ambiguous environments, comfortable wearing many hats
3+ years in account management, CSM, or a client-facing commercial role with technical, complex software solutions
E-commerce or CX industry experience strongly preferred - customers respond better to AMs who speak their language
Demonstrated success independently renewing and expanding enterprise customers in complex, high-value accounts - owning the commercial conversation, not just supporting it. Minimum bar: negotiated at least one $100k+ deal
Enterprise experience: managed complex orgs, sold to multiple stakeholders
Experience working closely with product and engineering teams
Experience analyzing usage patterns and competitive landscapes, and translating data into actionable account strategies
Comfort operating in fast-moving, evolving environments
Mindset & Approach
Self-directed: asks for help when needed and brings solutions rather than just raising issues
Thrives in fast-paced startup environments with evolving priorities and ambiguous challenges
Proactive, and pushes when needed
Balances empathy with commercial impact - willing to challenge the status quo when it blocks results
Curious by nature - actively learns new domains, products, or systems without being told
Everyone at Siena Is Technical
This bar applies to every role at Siena, including this one.
Hands-on prompt engineering experience - able to optimize AI responses, train conversation flows, and refine model outputs. Must go deeper than transcription tools or using ChatGPT for emails: has built an agent, automated a workflow, or created a tool
Comfort with a rapidly evolving AI landscape - stays current on AI capabilities and applies them to your work
Bonus Points
Experience with a native AI technology company
Comfort with API integrations, conversation flow design, and business intelligence tools
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe Role\n\nYou own the commercial relationship for Siena's highest-value brands: renewals, expansion, executive trust, and knowing your accounts better than anyone. A deployment strategist owns product outcomes for the same accounts — together you're the Siena pod.\n\nYou hold your accounts to specific, measurable commercial outcomes: net dollar retention, expansion, and the strength of the executive relationship. You own our Growth and Strategic segment accounts - not the full customer book - and work at the intersection of customer, sales, and your deployment strategist. You'll lead commercial reviews, executive account mapping, and account planning, and run in-person workshops, account visits, and QBRs with your accounts. Expect moderate travel.\n\nWhat Success Looks Like\n\nYou are accountable for:\n\n - Net dollar retention (NDR) of your book\n\n - Expansion quota attainment\n\n - Executive relationship health across your accounts\n\nWhat You'll Do\n\nOwn the Commercial Relationship End to End\n\n - Own a portfolio of Growth and Strategic accounts from post-onboarding through long-term growth\n\n - Build a concrete account plan with each customer: the commercial, operational, and CX metrics you're moving, and the timeline for moving them\n\n - Monitor account health, and when performance slips, bring in the deployment strategist — you own the customer communication and accountability while they execute the fix\n\n - Hold customers and internal teams accountable when progress stalls\n\n - Track and communicate impact clearly using data, not anecdotes\n\nMap the Account and Build Executive Trust\n\n - Maintain a living stakeholder map for every account: who champions Siena, who's skeptical, who signs, and what changes when their org changes. Act on org changes before they become renewal risk.\n\n - Build durable relationships with executive decision-makers, not only day-to-day contacts. Own the executive cadence for your book so leadership sees Siena's value before the renewal conversation starts.\n\nDrive Commercial Outcomes\n\n - Own renewal negotiations and independently identify and close expansion opportunities, including navigating procurement, pricing, and contract tradeoffs\n\n - Understand the cost, headcount, and revenue implications of CX decisions\n\n - Engage confidently with senior stakeholders, including CX leaders and executives\n\n - Quantify and communicate customer ROI using metrics tied to cost savings, efficiency, or revenue impact\n\nBring Product Depth to the Relationship\n\n - Develop a strong understanding of Siena's product: how the core agents work together, the customer problems they solve, and how to position them in customer conversations\n\n - Confidently explain product capabilities, connect them to business outcomes, and guide customers on the best strategic use cases\n\nLead Cross-Functional Execution\n\n - Turn vague customer problems into clear problem statements and execution plans, partnering with other teams when needed\n\n - Participate in cross-functional projects and build strong internal partnerships\n\nWho You Are\n\nExperience & Background\n\n - Startup background essential - fast-paced, ambiguous environments, comfortable wearing many hats\n\n - 3+ years in account management, CSM, or a client-facing commercial role with technical, complex software solutions\n\n - E-commerce or CX industry experience strongly preferred - customers respond better to AMs who speak their language\n\n - Demonstrated success independently renewing and expanding enterprise customers in complex, high-value accounts - owning the commercial conversation, not just supporting it. Minimum bar: negotiated at least one $100k+ deal\n\n - Enterprise experience: managed complex orgs, sold to multiple stakeholders\n\n - Experience working closely with product and engineering teams\n\n - Experience analyzing usage patterns and competitive landscapes, and translating data into actionable account strategies\n\n - Comfort operating in fast-moving, evolving environments\n\nMindset & Approach\n\n - Self-directed: asks for help when needed and brings solutions rather than just raising issues\n\n - Thrives in fast-paced startup environments with evolving priorities and ambiguous challenges\n\n - Proactive, and pushes when needed\n\n - Balances empathy with commercial impact - willing to challenge the status quo when it blocks results\n\n - Curious by nature - actively learns new domains, products, or systems without being told\n\nEveryone at Siena Is Technical\n\nThis bar applies to every role at Siena, including this one.\n\n - Hands-on prompt engineering experience - able to optimize AI responses, train conversation flows, and refine model outputs. Must go deeper than transcription tools or using ChatGPT for emails: has built an agent, automated a workflow, or created a tool\n\n - Comfort with a rapidly evolving AI landscape - stays current on AI capabilities and applies them to your work\n\nBonus Points\n\n - Experience with a native AI technology company\n\n - Comfort with API integrations, conversation flow design, and business intelligence tools\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"4c2561b7-4dd6-40ba-8fca-6452df7d5a9a","title":"Director, Strategic Accounts","department":"Account Management","team":"Account Management","employmentType":"FullTime","location":"New York","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"North America - East Coast","address":{"postalAddress":{"addressCountry":"United States"}}},{"location":"Boston","address":{"postalAddress":{"addressCountry":"USA","addressLocality":"Boston"}}},{"location":"Miami","address":{"postalAddress":{"addressRegion":"Florida","addressCountry":"USA","addressLocality":"Miami"}}},{"location":"Toronto","address":{"postalAddress":{"addressRegion":"Ontario","addressCountry":"Canada","addressLocality":"Toronto"}}},{"location":"Chicago","address":{"postalAddress":{"addressRegion":"Illinois","addressCountry":"United States","addressLocality":"Chicago"}}}],"publishedAt":"2026-07-16T10:28:24.199+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"New York","addressCountry":"United States","addressLocality":"New York"}},"jobUrl":"https://jobs.ashbyhq.com/siena/4c2561b7-4dd6-40ba-8fca-6452df7d5a9a","applyUrl":"https://jobs.ashbyhq.com/siena/4c2561b7-4dd6-40ba-8fca-6452df7d5a9a/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
About the role
Our strategic accounts, brands at $100K+ ARR, are the foundation of Siena's growth. This is the forward-deployed motion: deep, multi-year relationships where the work is less \"check-in\" and more \"co-build\". You'll own a portfolio of our highest-value customers, lead the relationships from the executive level, and drive the cross-functional expansion that turns a single CX deployment into connective tissue across a customer's entire business.
This is a permanent, senior operator and leadership role reporting to our CEO/Co-Founder. You'll work in close partnership with our AEs on commercial expansion and with our PMs on roadmap influence.
What you'll do
Own a portfolio of strategic accounts ($100K+ ARR), driving retention, expansion, and executive relationships
Build stakeholder maps: who matters, where decisions get made, where Siena can expand next
Lead multi-team expansion, beyond the CX buying center into Marketing, Returns, E-commerce, Operations
Run executive-level strategic conversations that move contracts and direction — this is about commercial outcomes, not calendar touch-points
Partner with AEs on multi-team commercial expansion; partner with PMs to translate account needs into roadmap influence
Win back at-risk accounts and defeat competitive threats through value-led conversations
Build the playbook for how Siena operates in strategic accounts from first-principles, not from importing what you did elsewhere
What we're looking for
Shark mindset: commercially driven, first-principles operator - not someone who runs a playbook they inherited
Commercial track record: quota carried or measurable revenue owned - upsells, cross-sells, expansions, renewals, hard numbers
C-level presence: you've run conversations with C-suite/VP stakeholders that moved contracts, not just maintained the relationship
Enterprise account complexity: multi-stakeholder orgs, relationships that compound over years
Account win-back: you've pulled accounts back from the edge and beaten competitors head to head
AI-native, not AI-curious: you're actively building with tools like Claude Code and can show real projects - you'll be contributing to our internal OS
Player-coach: in the room, on the calls, building the playbook from what you do
What we offer
Competitive base salary + equity - we'll size comp to experience
Remote-first, with occasional travel to customers (especially strategic accounts)
A seat at the table - this role has real influence over Siena's strategic direction with our most important customers
A team that moves fast and treats CS as a core growth function, not a support layer
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nAbout the role\n\nOur strategic accounts, brands at $100K+ ARR, are the foundation of Siena's growth. This is the forward-deployed motion: deep, multi-year relationships where the work is less \"check-in\" and more \"co-build\". You'll own a portfolio of our highest-value customers, lead the relationships from the executive level, and drive the cross-functional expansion that turns a single CX deployment into connective tissue across a customer's entire business.\n\nThis is a permanent, senior operator and leadership role reporting to our CEO/Co-Founder. You'll work in close partnership with our AEs on commercial expansion and with our PMs on roadmap influence.\n\nWhat you'll do\n\n - Own a portfolio of strategic accounts ($100K+ ARR), driving retention, expansion, and executive relationships\n\n - Build stakeholder maps: who matters, where decisions get made, where Siena can expand next\n\n - Lead multi-team expansion, beyond the CX buying center into Marketing, Returns, E-commerce, Operations\n\n - Run executive-level strategic conversations that move contracts and direction — this is about commercial outcomes, not calendar touch-points\n\n - Partner with AEs on multi-team commercial expansion; partner with PMs to translate account needs into roadmap influence\n\n - Win back at-risk accounts and defeat competitive threats through value-led conversations\n\n - Build the playbook for how Siena operates in strategic accounts from first-principles, not from importing what you did elsewhere\n\n\nWhat we're looking for\n\n - Shark mindset: commercially driven, first-principles operator - not someone who runs a playbook they inherited\n\n - Commercial track record: quota carried or measurable revenue owned - upsells, cross-sells, expansions, renewals, hard numbers\n\n - C-level presence: you've run conversations with C-suite/VP stakeholders that moved contracts, not just maintained the relationship\n\n - Enterprise account complexity: multi-stakeholder orgs, relationships that compound over years\n\n - Account win-back: you've pulled accounts back from the edge and beaten competitors head to head\n\n - AI-native, not AI-curious: you're actively building with tools like Claude Code and can show real projects - you'll be contributing to our internal OS\n\n - Player-coach: in the room, on the calls, building the playbook from what you do\n\n\nWhat we offer\n\n - Competitive base salary + equity - we'll size comp to experience\n\n - Remote-first, with occasional travel to customers (especially strategic accounts)\n\n - A seat at the table - this role has real influence over Siena's strategic direction with our most important customers\n\n - A team that moves fast and treats CS as a core growth function, not a support layer\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"d978919a-c34f-4465-96f2-66b8277df894","title":"Engineering Manager, Channels & Platform","department":"Engineering","team":"Engineering","employmentType":"FullTime","location":"Remote - Europe","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Poland","address":{"postalAddress":{"addressCountry":"Poland"}}},{"location":"Finland","address":{"postalAddress":{"addressCountry":"Finland"}}},{"location":"Tallinn","address":{"postalAddress":{"addressRegion":"Tallinn","addressCountry":"Estonia","addressLocality":"Tallinn"}}},{"location":"Romania","address":{"postalAddress":{"addressCountry":"Romania"}}},{"location":"Riga","address":{"postalAddress":{"addressRegion":"Riga","addressCountry":"Latvia","addressLocality":"Riga"}}},{"location":"Spain","address":{"postalAddress":{"addressCountry":"Spain"}}}],"publishedAt":"2026-08-04T18:07:49.620+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressCountry":"United Kingdom"}},"jobUrl":"https://jobs.ashbyhq.com/siena/d978919a-c34f-4465-96f2-66b8277df894","applyUrl":"https://jobs.ashbyhq.com/siena/d978919a-c34f-4465-96f2-66b8277df894/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
About the role
Our current Engineering Manager holds the full picture across Channels, Analytics, Agents, and Integrations. That context is bottlenecked in one person - and that's a problem we're close to feeling. We're scaling fast: Order Protection, Social Agent, Voice, and Shopping Agent are all spinning up in parallel. The team is distributed remotely across different timezones, making working hours and proper oversight hard to properly meet.
This role exists to close that gap. We need someone who owns engineering execution day-to-day - taking roughly 30% of what our Engineering Manager currently holds - so they can focus on strategy, customers, fundraising, and what's next.
This isn't a coordinator role. You run 1:1s, keep cycle cadence honest, write technical debt plans alongside engineers, unblock people before it becomes an escalation, and act as a genuine thought partner on the operational side. Scope changes and anything that reshapes the team are joint calls. Everything else is yours.
What you'll do
Delivery (≈50% of your time): Own the weekly cadence for Channels and Analytics. Our Engineering Leadership is out of the loop on day-to-day - but always knows what's happening. Work with PMs and engineering leadership to surface and sequence priorities - including the ones nobody has written down yet. Help organise backlogs and bring structure to teams operating in a fast-moving, low-process environment. Unblock engineers proactively. Identify the constraint before it becomes an escalation. Write and maintain technical debt plans with engineers, not for them. Act as a second thinker on integration strategy and capacity planning.
Developer experience (≈25%): Improve the things that slow good engineers down. You don't need permission to start. Bring structure where it adds speed, and resist adding process for its own sake.
People development (≈25%): Run 1:1s that leave engineers with clearer thinking, not just status logged. Deliver hard feedback directly. Have it land, not bruise. Help develop senior engineers who want to grow - including coaching engineers who have ambitions toward management. Act as a backup hiring partner: help run loops, hold the bar, partner with recruiting.
What you'll bring
3+ years managing engineers in a product-delivery capacity — you've owned outcomes, not just people
Based in a European timezone (UTC to UTC+3) — this role exists specifically to be close to engineers our Engineering Manager can't reach from their timezone
Startup or scale-up experience: you know what it feels like when there's no process and no safety net
Technical credibility - not the best engineer in the room, but credible enough that senior engineers route hard problems to you, not around you
Genuine AI/LLM fluency: you understand agentic systems, evals, and model reliability -` not just that \"AI is changing everything\"
Experience with security, compliance, or SOC-adjacent work
Worked in a product company without a dedicated TPM or staff engineer as a crutch
Experience managing senior engineers who don't need managing in the traditional sense - they need a thought partner, not a process owner
What we're not looking for
Someone who needs a fully defined process to operate
Someone who comes in wanting to redesign the org or introduce career ladders before shipping anything
Someone whose answer to \"what did your team ship?\" is \"that was a PM call\"
Someone whose primary achievement track is headcount growth, org structures, or reporting lines
Someone pitching a VP trajectory or dotted-line authority on day one
What success looks like
Day 30: You've run two 1:1 cycles with each engineer on the team. You own the Channels and Analytics weekly cadence - our engineering leadership is out of the loop, but understands what's happening. You've read the last quarter of Linear, mapped the codebase shape, and met every integration owner..
Day 60: One concrete unblock in Channels that wouldn't have happened without you owning the planning side - even if that means surfacing refactoring potential. The security compliance work (Sprinto) is no longer single-threaded through one person: documented, distributed, or sequenced behind a milestone date. You've been to a customer meeting or shadowed the deployment team on issues to be tackled.
Day 90: A measurable delivery attributes to your planning, not your coding. Engineers proactively bring you problems they used to escalate upward - and team channels have broader engineering discussions, not just siloed problems. That's the trust signal. Our current Engineering Manager has recovered roughly one full day a week of management overhead. You work as a unit: they handle strategy, customers, and exec conversations; you handle execution, 1:1s, planning, and day-to-day unblocking. Hiring, scope changes, and anything that reshapes the team are joint calls.
Failure looks like: status reports flowing through you with no judgment added; engineers being polite but routing around you; our current Engineering Manager still running teams in practice while you sit elsewhere.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nAbout the role\n\nOur current Engineering Manager holds the full picture across Channels, Analytics, Agents, and Integrations. That context is bottlenecked in one person - and that's a problem we're close to feeling. We're scaling fast: Order Protection, Social Agent, Voice, and Shopping Agent are all spinning up in parallel. The team is distributed remotely across different timezones, making working hours and proper oversight hard to properly meet.\n\nThis role exists to close that gap. We need someone who owns engineering execution day-to-day - taking roughly 30% of what our Engineering Manager currently holds - so they can focus on strategy, customers, fundraising, and what's next.\n\nThis isn't a coordinator role. You run 1:1s, keep cycle cadence honest, write technical debt plans alongside engineers, unblock people before it becomes an escalation, and act as a genuine thought partner on the operational side. Scope changes and anything that reshapes the team are joint calls. Everything else is yours.\n\n\nWhat you'll do\n\nDelivery (≈50% of your time): Own the weekly cadence for Channels and Analytics. Our Engineering Leadership is out of the loop on day-to-day - but always knows what's happening. Work with PMs and engineering leadership to surface and sequence priorities - including the ones nobody has written down yet. Help organise backlogs and bring structure to teams operating in a fast-moving, low-process environment. Unblock engineers proactively. Identify the constraint before it becomes an escalation. Write and maintain technical debt plans with engineers, not for them. Act as a second thinker on integration strategy and capacity planning.\n\nDeveloper experience (≈25%): Improve the things that slow good engineers down. You don't need permission to start. Bring structure where it adds speed, and resist adding process for its own sake.\n\nPeople development (≈25%): Run 1:1s that leave engineers with clearer thinking, not just status logged. Deliver hard feedback directly. Have it land, not bruise. Help develop senior engineers who want to grow - including coaching engineers who have ambitions toward management. Act as a backup hiring partner: help run loops, hold the bar, partner with recruiting.\n\n\nWhat you'll bring\n\n - 3+ years managing engineers in a product-delivery capacity — you've owned outcomes, not just people\n\n - Based in a European timezone (UTC to UTC+3) — this role exists specifically to be close to engineers our Engineering Manager can't reach from their timezone\n\n - Startup or scale-up experience: you know what it feels like when there's no process and no safety net\n\n - Technical credibility - not the best engineer in the room, but credible enough that senior engineers route hard problems to you, not around you\n\n - Genuine AI/LLM fluency: you understand agentic systems, evals, and model reliability -` not just that \"AI is changing everything\"\n\n - Experience with security, compliance, or SOC-adjacent work\n\n - Worked in a product company without a dedicated TPM or staff engineer as a crutch\n\n - Experience managing senior engineers who don't need managing in the traditional sense - they need a thought partner, not a process owner\n\nWhat we're not looking for\n\n - Someone who needs a fully defined process to operate\n\n - Someone who comes in wanting to redesign the org or introduce career ladders before shipping anything\n\n - Someone whose answer to \"what did your team ship?\" is \"that was a PM call\"\n\n - Someone whose primary achievement track is headcount growth, org structures, or reporting lines\n\n - Someone pitching a VP trajectory or dotted-line authority on day one\n\n\nWhat success looks like\n\nDay 30: You've run two 1:1 cycles with each engineer on the team. You own the Channels and Analytics weekly cadence - our engineering leadership is out of the loop, but understands what's happening. You've read the last quarter of Linear, mapped the codebase shape, and met every integration owner..\n\nDay 60: One concrete unblock in Channels that wouldn't have happened without you owning the planning side - even if that means surfacing refactoring potential. The security compliance work (Sprinto) is no longer single-threaded through one person: documented, distributed, or sequenced behind a milestone date. You've been to a customer meeting or shadowed the deployment team on issues to be tackled.\n\nDay 90: A measurable delivery attributes to your planning, not your coding. Engineers proactively bring you problems they used to escalate upward - and team channels have broader engineering discussions, not just siloed problems. That's the trust signal. Our current Engineering Manager has recovered roughly one full day a week of management overhead. You work as a unit: they handle strategy, customers, and exec conversations; you handle execution, 1:1s, planning, and day-to-day unblocking. Hiring, scope changes, and anything that reshapes the team are joint calls.\n\nFailure looks like: status reports flowing through you with no judgment added; engineers being polite but routing around you; our current Engineering Manager still running teams in practice while you sit elsewhere.\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"d593e639-c56e-49d8-937d-29da7dc88a2f","title":"Strategic Account Manager - London","department":"Account Management","team":"Account Management","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[],"publishedAt":"2026-08-11T11:36:45.788+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"London","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/siena/d593e639-c56e-49d8-937d-29da7dc88a2f","applyUrl":"https://jobs.ashbyhq.com/siena/d593e639-c56e-49d8-937d-29da7dc88a2f/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The Role
You own the commercial relationship for Siena's highest-value brands: renewals, expansion, executive trust, and knowing your accounts better than anyone. A deployment strategist owns product outcomes for the same accounts — together you're the Siena pod.
You hold your accounts to specific, measurable commercial outcomes: net dollar retention, expansion, and the strength of the executive relationship. You own our Growth and Strategic segment accounts - not the full customer book - and work at the intersection of customer, sales, and your deployment strategist. You'll lead commercial reviews, executive account mapping, and account planning, and run in-person workshops, account visits, and QBRs with your accounts. Expect moderate travel.
What Success Looks Like
You are accountable for:
Net dollar retention (NDR) of your book
Expansion quota attainment
Executive relationship health across your accounts
What You'll Do
Own the Commercial Relationship End to End
Own a portfolio of Growth and Strategic accounts from post-onboarding through long-term growth
Build a concrete account plan with each customer: the commercial, operational, and CX metrics you're moving, and the timeline for moving them
Monitor account health, and when performance slips, bring in the deployment strategist — you own the customer communication and accountability while they execute the fix
Hold customers and internal teams accountable when progress stalls
Track and communicate impact clearly using data, not anecdotes
Map the Account and Build Executive Trust
Maintain a living stakeholder map for every account: who champions Siena, who's skeptical, who signs, and what changes when their org changes. Act on org changes before they become renewal risk.
Build durable relationships with executive decision-makers, not only day-to-day contacts. Own the executive cadence for your book so leadership sees Siena's value before the renewal conversation starts.
Drive Commercial Outcomes
Own renewal negotiations and independently identify and close expansion opportunities, including navigating procurement, pricing, and contract tradeoffs
Understand the cost, headcount, and revenue implications of CX decisions
Engage confidently with senior stakeholders, including CX leaders and executives
Quantify and communicate customer ROI using metrics tied to cost savings, efficiency, or revenue impact
Bring Product Depth to the Relationship
Develop a strong understanding of Siena's product: how the core agents work together, the customer problems they solve, and how to position them in customer conversations
Confidently explain product capabilities, connect them to business outcomes, and guide customers on the best strategic use cases
Lead Cross-Functional Execution
Turn vague customer problems into clear problem statements and execution plans, partnering with other teams when needed
Participate in cross-functional projects and build strong internal partnerships
Who You Are
Experience & Background
Startup background essential - fast-paced, ambiguous environments, comfortable wearing many hats
3+ years in account management, CSM, or a client-facing commercial role with technical, complex software solutions
E-commerce or CX industry experience strongly preferred - customers respond better to AMs who speak their language
Demonstrated success independently renewing and expanding enterprise customers in complex, high-value accounts - owning the commercial conversation, not just supporting it. Minimum bar: negotiated at least one $100k+ deal
Enterprise experience: managed complex orgs, sold to multiple stakeholders
Experience working closely with product and engineering teams
Experience analyzing usage patterns and competitive landscapes, and translating data into actionable account strategies
Comfort operating in fast-moving, evolving environments
Mindset & Approach
Self-directed: asks for help when needed and brings solutions rather than just raising issues
Thrives in fast-paced startup environments with evolving priorities and ambiguous challenges
Proactive, and pushes when needed
Balances empathy with commercial impact - willing to challenge the status quo when it blocks results
Curious by nature - actively learns new domains, products, or systems without being told
Everyone at Siena Is Technical
This bar applies to every role at Siena, including this one.
Hands-on prompt engineering experience - able to optimize AI responses, train conversation flows, and refine model outputs. Must go deeper than transcription tools or using ChatGPT for emails: has built an agent, automated a workflow, or created a tool
Comfort with a rapidly evolving AI landscape - stays current on AI capabilities and applies them to your work
Bonus Points
Experience with a native AI technology company
Comfort with API integrations, conversation flow design, and business intelligence tools
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe Role\n\nYou own the commercial relationship for Siena's highest-value brands: renewals, expansion, executive trust, and knowing your accounts better than anyone. A deployment strategist owns product outcomes for the same accounts — together you're the Siena pod.\n\nYou hold your accounts to specific, measurable commercial outcomes: net dollar retention, expansion, and the strength of the executive relationship. You own our Growth and Strategic segment accounts - not the full customer book - and work at the intersection of customer, sales, and your deployment strategist. You'll lead commercial reviews, executive account mapping, and account planning, and run in-person workshops, account visits, and QBRs with your accounts. Expect moderate travel.\n\nWhat Success Looks Like\n\nYou are accountable for:\n\n - Net dollar retention (NDR) of your book\n\n - Expansion quota attainment\n\n - Executive relationship health across your accounts\n\nWhat You'll Do\n\nOwn the Commercial Relationship End to End\n\n - Own a portfolio of Growth and Strategic accounts from post-onboarding through long-term growth\n\n - Build a concrete account plan with each customer: the commercial, operational, and CX metrics you're moving, and the timeline for moving them\n\n - Monitor account health, and when performance slips, bring in the deployment strategist — you own the customer communication and accountability while they execute the fix\n\n - Hold customers and internal teams accountable when progress stalls\n\n - Track and communicate impact clearly using data, not anecdotes\n\nMap the Account and Build Executive Trust\n\n - Maintain a living stakeholder map for every account: who champions Siena, who's skeptical, who signs, and what changes when their org changes. Act on org changes before they become renewal risk.\n\n - Build durable relationships with executive decision-makers, not only day-to-day contacts. Own the executive cadence for your book so leadership sees Siena's value before the renewal conversation starts.\n\nDrive Commercial Outcomes\n\n - Own renewal negotiations and independently identify and close expansion opportunities, including navigating procurement, pricing, and contract tradeoffs\n\n - Understand the cost, headcount, and revenue implications of CX decisions\n\n - Engage confidently with senior stakeholders, including CX leaders and executives\n\n - Quantify and communicate customer ROI using metrics tied to cost savings, efficiency, or revenue impact\n\nBring Product Depth to the Relationship\n\n - Develop a strong understanding of Siena's product: how the core agents work together, the customer problems they solve, and how to position them in customer conversations\n\n - Confidently explain product capabilities, connect them to business outcomes, and guide customers on the best strategic use cases\n\nLead Cross-Functional Execution\n\n - Turn vague customer problems into clear problem statements and execution plans, partnering with other teams when needed\n\n - Participate in cross-functional projects and build strong internal partnerships\n\nWho You Are\n\nExperience & Background\n\n - Startup background essential - fast-paced, ambiguous environments, comfortable wearing many hats\n\n - 3+ years in account management, CSM, or a client-facing commercial role with technical, complex software solutions\n\n - E-commerce or CX industry experience strongly preferred - customers respond better to AMs who speak their language\n\n - Demonstrated success independently renewing and expanding enterprise customers in complex, high-value accounts - owning the commercial conversation, not just supporting it. Minimum bar: negotiated at least one $100k+ deal\n\n - Enterprise experience: managed complex orgs, sold to multiple stakeholders\n\n - Experience working closely with product and engineering teams\n\n - Experience analyzing usage patterns and competitive landscapes, and translating data into actionable account strategies\n\n - Comfort operating in fast-moving, evolving environments\n\nMindset & Approach\n\n - Self-directed: asks for help when needed and brings solutions rather than just raising issues\n\n - Thrives in fast-paced startup environments with evolving priorities and ambiguous challenges\n\n - Proactive, and pushes when needed\n\n - Balances empathy with commercial impact - willing to challenge the status quo when it blocks results\n\n - Curious by nature - actively learns new domains, products, or systems without being told\n\nEveryone at Siena Is Technical\n\nThis bar applies to every role at Siena, including this one.\n\n - Hands-on prompt engineering experience - able to optimize AI responses, train conversation flows, and refine model outputs. Must go deeper than transcription tools or using ChatGPT for emails: has built an agent, automated a workflow, or created a tool\n\n - Comfort with a rapidly evolving AI landscape - stays current on AI capabilities and applies them to your work\n\nBonus Points\n\n - Experience with a native AI technology company\n\n - Comfort with API integrations, conversation flow design, and business intelligence tools\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}},{"id":"ff35146a-5d1c-4da9-8c3f-b32bdfaa41d2","title":"Talent Ops Specialist","department":"Operations","team":"Talent","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":true,"secondaryLocations":[],"publishedAt":"2026-08-20T13:20:03.323+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"London","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/siena/ff35146a-5d1c-4da9-8c3f-b32bdfaa41d2","applyUrl":"https://jobs.ashbyhq.com/siena/ff35146a-5d1c-4da9-8c3f-b32bdfaa41d2/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
The Role
Hiring at Siena is ramping up, so we're looking for the next athlete to join our Talent Ops team.
You'll own the candidate's first experience of Siena end to end: triage, first screen, feedback, follow-through. You're accountable for the quality and experience of everyone who makes it through your part of the process, as well as the experience of the ones who don't.
Recruiting at Siena is owned, not handed off. You'll stay close to the candidate, close to the Talent Ops Manager, and close to the tools that run the work, so nothing gets lost between hand-offs.
What you'll own
Inbound triage and first-round screens across our highest-volume and highest-stakes roles
Every candidate's answer, on time. This is the standard the function is built around.
Scheduling and logistics across a growing slate of live roles
Ashby, kept immaculate. Pipelines, notes, statuses, always current. If it's not clean in Ashby, it didn't happen.
AI in your workflow. Claude and tools like it aren't optional; you use them to run the work, not just draft an email
Occasional sourcing support when volume calls for it. Outbound stays with the Talent Ops Manager, but you'll pitch in when the moment needs it
What you bring
Agency background, whether that meant volume at pace or a handful of searches done with real precision
You treat every candidate like a relationship, not a transaction - including the ones who don't move forward.
Time at a boutique agency, or a startup at Series A or earlier. You've worked without a playbook and you're comfortable building one
Comfortable building real workflows with Claude or similar. This isn't optional here, it's how the job gets done.
This role is not for you if
You want a fully scoped queue and clear instructions before you'll act. This role runs on judgment, not a checklist.
You think candidate feedback is optional once someone's a no. Here, it's the standard the whole function is built around.
You're waiting for the next direction before you'll take real ownership. The ownership is yours, just check on alignment
You want to skip the AI tooling and do things the old way because it's familiar. That's not on the table here.
You're looking for a pure headhunting or closing role. This is the operational and candidate-experience layer, and it's just as demanding.
You need a manager checking your work daily to feel confident it's right. You'll be trusted to run this, and expected to flag it yourself when something's off.
The deal
Six-month fixed-term contract, with potential to transition to a permanent role at the end of the term based on performance and business need
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\nThe Role\n\nHiring at Siena is ramping up, so we're looking for the next athlete to join our Talent Ops team.\n\nYou'll own the candidate's first experience of Siena end to end: triage, first screen, feedback, follow-through. You're accountable for the quality and experience of everyone who makes it through your part of the process, as well as the experience of the ones who don't.\n\nRecruiting at Siena is owned, not handed off. You'll stay close to the candidate, close to the Talent Ops Manager, and close to the tools that run the work, so nothing gets lost between hand-offs.\n\nWhat you'll own\n\n - Inbound triage and first-round screens across our highest-volume and highest-stakes roles\n\n - Every candidate's answer, on time. This is the standard the function is built around.\n\n - Scheduling and logistics across a growing slate of live roles\n\n - Ashby, kept immaculate. Pipelines, notes, statuses, always current. If it's not clean in Ashby, it didn't happen.\n\n - AI in your workflow. Claude and tools like it aren't optional; you use them to run the work, not just draft an email\n\n - Occasional sourcing support when volume calls for it. Outbound stays with the Talent Ops Manager, but you'll pitch in when the moment needs it\n\nWhat you bring\n\n - Agency background, whether that meant volume at pace or a handful of searches done with real precision\n\n - You treat every candidate like a relationship, not a transaction - including the ones who don't move forward.\n\n - Time at a boutique agency, or a startup at Series A or earlier. You've worked without a playbook and you're comfortable building one\n\n - Comfortable building real workflows with Claude or similar. This isn't optional here, it's how the job gets done.\n\nThis role is not for you if\n\n - You want a fully scoped queue and clear instructions before you'll act. This role runs on judgment, not a checklist.\n\n - You think candidate feedback is optional once someone's a no. Here, it's the standard the whole function is built around.\n\n - You're waiting for the next direction before you'll take real ownership. The ownership is yours, just check on alignment\n\n - You want to skip the AI tooling and do things the old way because it's familiar. That's not on the table here.\n\n - You're looking for a pure headhunting or closing role. This is the operational and candidate-experience layer, and it's just as demanding.\n\n - You need a manager checking your work daily to feel confident it's right. You'll be trusted to run this, and expected to flag it yourself when something's off.\n\nThe deal\n\nSix-month fixed-term contract, with potential to transition to a permanent role at the end of the term based on performance and business need\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":"$60K – $80K • (pro-rated for the 6-month term), depending on experience","scrapeableCompensationSalarySummary":"$60K - $80K","compensationTiers":[{"id":"a587d741-bc90-4a9e-a732-8adf8af20d3a","tierSummary":"$60K – $80K • (pro-rated for the 6-month term), depending on experience","title":null,"additionalInformation":"(pro-rated for the 6-month term), depending on experience","components":[{"id":"569cb278-c141-4c58-93e0-f654fafa825e","summary":"$60K – $80K","compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":60000,"maxValue":80000}]}],"summaryComponents":[{"compensationType":"Salary","interval":"1 YEAR","currencyCode":"USD","minValue":60000,"maxValue":80000}]}},{"id":"29c3eb4b-e0cd-4f42-9d17-959c69bebca4","title":"Founding Creative Director ","department":"Marketing","team":"Marketing","employmentType":"FullTime","location":"London","shouldDisplayCompensationOnJobPostings":false,"secondaryLocations":[{"location":"Remote - Europe","address":{"postalAddress":{"addressCountry":"United Kingdom"}}}],"publishedAt":"2026-09-07T18:00:51.532+00:00","isListed":true,"isRemote":true,"workplaceType":"Remote","address":{"postalAddress":{"addressRegion":"London","addressCountry":"United Kingdom","addressLocality":"London"}},"jobUrl":"https://jobs.ashbyhq.com/siena/29c3eb4b-e0cd-4f42-9d17-959c69bebca4","applyUrl":"https://jobs.ashbyhq.com/siena/29c3eb4b-e0cd-4f42-9d17-959c69bebca4/application","descriptionHtml":"Siena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
It runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.
We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.
We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.
If you want to set the bar rather than follow one, keep reading.
Siena is building the intelligence layer for CX, and we're about to launch several products in quick succession. We are not looking for someone to execute a brief well. We are looking for the person whose taste the rest of the company gets measured against: someone who looks at a landing page and can't not have an opinion, who would rather kill a launch than ship something mediocre, and who has owned creative direction before, not just contributed to it.
If you need a creative director above you setting the vision, a team to delegate to on day one, or a slow, considered, one-project-at-a-time pace, stop reading now. This isn't that job.
If you're the person other designers already defer to on taste, continue.
You will ship personally for the first year and set the bar for everyone who comes after. Over time you will build a small internal agency, two to three people across design, motion, and content, that can brief, position, and launch without outside help.
Narrative and positioning across every launch - design as strategy, not decoration
Every artifact that goes to market: landing pages, launch video, decks, social
The design system, from v3 onward
The bar, full stop - if it ships under the Siena name, you made it or you signed off on it
Taste, above everything, and evidence you can defend it. Specific, defended opinions about what's good and why.
A track record of owning creative direction, not just contributing to it. Agency or in-house, brand refresh or full launch - you've been the person whose call was final, not the one waiting on notes.
Narrative thinking. Design as positioning. You should already have a point of view on how a brand like Siena should be positioned, not just how it should look.
AI as a working tool, not a threat to your taste. You've already built something with AI - an app, a prototype, a mockup - and you want to get technical enough to ship a landing page yourself within a year. Anti-AI is disqualifying.
Range that travels. Your background doesn't have to be SaaS. Fashion, art, consumer brand, editorial - what matters is whether your taste holds up somewhere new.
A pattern of shipping in chaos, not around it. Multiple launches in flight, feedback that moves in hours not weeks. If your best work happens on a slow, protected timeline, that's useful information - it's just not this role.
You're not joining a design team to fit into. You're setting the taste bar for a company that's about to be a lot more visible, a lot faster than most companies get that chance.
This is intense - real ownership, real launches, a founder team that reviews your work directly and moves at the pace you'd expect from that. It's also one of the rare creative seats where nothing you make gets diluted by committee before it ships.
If that sounds like the room you've been trying to get into, we want to talk to you.
If it sounds like too much scrutiny too fast, this isn't a knock on you - it just isn't this role.
Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.
Work that ships and matters. What you build reaches real consumer brands fast.
A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.
A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.
Great salary plus equity or stock grants. Own a piece of what you build.
Learning budget. If you are growing, so are we.
AI-fluency by default. Few places will push your work with production AI further or faster.
The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.
They maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.
The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.
Everyone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.
At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.
We use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.
Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
","descriptionPlain":"MEET SIENA\n\nSiena is the The Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns. \n\nIt runs as a connected multi-agent stack on top of a shared intelligence layer: agents that sell, support, listen, handle social and voice across the entire customer journey, turning every conversation into signal you can act on.\n\n\n\n\n\nTHE TEAM\n\nWe are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.\n\nWe hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.\n\nIf you want to set the bar rather than follow one, keep reading.\n\n\nTHE ROLE\n\nSiena is building the intelligence layer for CX, and we're about to launch several products in quick succession. We are not looking for someone to execute a brief well. We are looking for the person whose taste the rest of the company gets measured against: someone who looks at a landing page and can't not have an opinion, who would rather kill a launch than ship something mediocre, and who has owned creative direction before, not just contributed to it.\n\nIf you need a creative director above you setting the vision, a team to delegate to on day one, or a slow, considered, one-project-at-a-time pace, stop reading now. This isn't that job.\n\nIf you're the person other designers already defer to on taste, continue. \n\n\nTHIS IS A CRAFT TITLE. NOT A HEADCOUNT TITLE.\n\nYou will ship personally for the first year and set the bar for everyone who comes after. Over time you will build a small internal agency, two to three people across design, motion, and content, that can brief, position, and launch without outside help.\n\n - Narrative and positioning across every launch - design as strategy, not decoration\n\n - Every artifact that goes to market: landing pages, launch video, decks, social\n\n - The design system, from v3 onward\n\n - The bar, full stop - if it ships under the Siena name, you made it or you signed off on it\n\n\nWHAT IT TAKES TO BE IN THE ROOM\n\n - Taste, above everything, and evidence you can defend it. Specific, defended opinions about what's good and why.\n\n - A track record of owning creative direction, not just contributing to it. Agency or in-house, brand refresh or full launch - you've been the person whose call was final, not the one waiting on notes.\n\n - Narrative thinking. Design as positioning. You should already have a point of view on how a brand like Siena should be positioned, not just how it should look.\n\n - AI as a working tool, not a threat to your taste. You've already built something with AI - an app, a prototype, a mockup - and you want to get technical enough to ship a landing page yourself within a year. Anti-AI is disqualifying.\n\n - Range that travels. Your background doesn't have to be SaaS. Fashion, art, consumer brand, editorial - what matters is whether your taste holds up somewhere new.\n\n - A pattern of shipping in chaos, not around it. Multiple launches in flight, feedback that moves in hours not weeks. If your best work happens on a slow, protected timeline, that's useful information - it's just not this role.\n \n\n\nWHY THIS IS WORTH IT\n\nYou're not joining a design team to fit into. You're setting the taste bar for a company that's about to be a lot more visible, a lot faster than most companies get that chance.\n\nThis is intense - real ownership, real launches, a founder team that reviews your work directly and moves at the pace you'd expect from that. It's also one of the rare creative seats where nothing you make gets diluted by committee before it ships.\n\nIf that sounds like the room you've been trying to get into, we want to talk to you.\n\nIf it sounds like too much scrutiny too fast, this isn't a knock on you - it just isn't this role.\n\n\nWHY SIENA?\n\n - Real ownership. You will own problems, not tasks, with the autonomy to solve them your way and the trust to do it without a manager in your inbox.\n\n - Work that ships and matters. What you build reaches real consumer brands fast.\n\n - A category we are creating. The Agent of Record is new ground, with unsolved problems and cutting-edge models, not a crowded field to compete in.\n\n - A team that respects your judgment. Globally distributed, async-first, low bureaucracy. We hire adults and treat you like one.\n\n - Great salary plus equity or stock grants. Own a piece of what you build.\n\n - Learning budget. If you are growing, so are we.\n\n - AI-fluency by default. Few places will push your work with production AI further or faster.\n\n\nOUR VALUES\n\nThe people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite. \n\nThey maintain high standards while moving at startup speed, and they build real relationships with teammates because they know that's how great work gets done. When things get tough, they adapt and keep pushing forward.\n\n\n\nOUR APPROACH TO AI\n\nThe people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents - some for research, others for debugging, writing, analysis, or writing code. They know which AI works best for what problem.\n\nEveryone gets premium accounts (ChatGPT, Claude, Perplexity Pro, Cursor, Lovable) plus a quarterly budget for new tools. But the magic happens in how we share knowledge. Demo days where someone shows off a clever workflows. Slack threads about which model handles a specific use case better. Learning from each other's AI workflows.\n\nAt Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.\n\nWe use AI-assisted screening tools as part of our hiring process. All decisions are made by humans. You can request a human-only review at talent@siena.cx.\n\nSiena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.","compensation":{"compensationTierSummary":null,"scrapeableCompensationSalarySummary":null,"compensationTiers":[],"summaryComponents":[]}}],"apiVersion":"1"}