Job description

MEET SIENA Siena is 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. THE TEAM 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're the second Solutions Engineer on a small, high-output GTM team, owning the technical side of the customer lifecycle: pre-sales demos and integration scoping through to post-sales custom builds inside existing accounts. You'll build and maintain the demo environment the whole GTM team sells from, then stay in accounts after the deal closes, building workflows and integrations alongside deployment. You'll partner closely with AEs, Engineering, Product, and Deployment, and be the credible technical voice in the room, solo or with an AE. WHAT YOU'LL DO - Build and maintain the demo environment and asset library the whole GTM team relies on to sell accurately - Run demos built around the prospect's real data, across our Support, Shopping, Social, Reviews, and Voice agents and Siena Intelligence - Lead live technical discovery: map the prospect's stack, answer "can it do X?" honestly, propose solutions when the standard product doesn't fit - Own multi-week POC and trial programs end to end, with a clean handoff to Deployment - Scope integrations across the ecommerce CX stack, decide native versus custom, and build and test them yourself - Work in existing accounts alongside field deployment managers to scope new integrations and workflows - Draft, scope, and price Statements of Work, backed by the technical ROI case - Triage issues, file well-scoped tickets, and bring product gaps into roadmap reviews grounded in real deals WHO YOU ARE The Bar: If you're missing any of these, this isn't the role for you. - 5+ years as a Solutions or Sales Engineer (pre-sales) in B2B SaaS, with a track record of personally owning demos and POCs - Hands-on with APIs, webhooks, and authentication. Comfortable in Postman, judging integration feasibility, and building it yourself - Working knowledge of the ecommerce CX stack: Shopify plus helpdesks (Gorgias, Zendesk, Kustomer, Dixa, or similar) Strong Signal: Not dealbreakers, but what separates a good hire from a great one. - Clear communicator: you explain AI and technical concepts to non-technical CX or commerce leaders, and write tight SOWs and RFP responses - Self-directed: comfortable prioritizing across many live deals, and building your own process and leverage with AI tooling - Have worked with usage-based pricing - Hands-on experience configuring, prompting, or selling LLM or AI agent products Nice to Have: Bonus, not required. - Contact-center technology experience - Experience writing and pricing custom-integration SOWs, or a forward-deployed background - Familiarity with the fast-moving AI CX landscape NOT A FIT IF: - You want a pure pre-sales role with no post-sales account work - You want to lead a team, this is a high-agency, execution role - You need someone else to build and test the integration for you - You're not comfortable being the solo technical voice in the room WHY SIENA? 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. OUR VALUES 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. OUR APPROACH TO AI 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. HOW WE HIRE 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.

Requirements

Must-haves

Siena is the Agent of Record for CX, built for consumer brands like Spanx, FIGS, Brooklinen, and Grüns.
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.
Build and maintain the demo environment and asset library the whole GTM team relies on to sell accurately
Run demos built around the prospect's real data, across our Support, Shopping, Social, Reviews, and Voice agents and Siena Intelligence
Lead live technical discovery: map the prospect's stack, answer "can it do X?" honestly, propose solutions when the standard product doesn't fit
Own multi-week POC and trial programs end to end, with a clean handoff to Deployment
Scope integrations across the ecommerce CX stack, decide native versus custom, and build and test them yourself
Work in existing accounts alongside field deployment managers to scope new integrations and workflows
Draft, scope, and price Statements of Work, backed by the technical ROI case
Triage issues, file well-scoped tickets, and bring product gaps into roadmap reviews grounded in real deals
The Bar: If you're missing any of these, this isn't the role for you.
5+ years as a Solutions or Sales Engineer (pre-sales) in B2B SaaS, with a track record of personally owning demos and POCs
Hands-on with APIs, webhooks, and authentication. Comfortable in Postman, judging integration feasibility, and building it yourself
Working knowledge of the ecommerce CX stack: Shopify plus helpdesks (Gorgias, Zendesk, Kustomer, Dixa, or similar)
Strong Signal: Not dealbreakers, but what separates a good hire from a great one.
Clear communicator: you explain AI and technical concepts to non-technical CX or commerce leaders, and write tight SOWs and RFP responses
Self-directed: comfortable prioritizing across many live deals, and building your own process and leverage with AI tooling
Have worked with usage-based pricing
Hands-on experience configuring, prompting, or selling LLM or AI agent products
Contact-center technology experience
Experience writing and pricing custom-integration SOWs, or a forward-deployed background

Nice-to-haves

Nice to Have: Bonus, not required.

Application prep

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aillm

Platform: ashby
Effort: quick

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