Staff Engineer, Verticalized AI

About the role

Location: Remote / Hybrid (NYC/SF)

Position Type: Full-time / Contract (Flexible)

About the Role

We're hiring a Staff Engineer to own Chariot's AI: the systems that originate cases and that find, for each person, the claims they're owed. This is the AI core of the product, and you'll build the team, fullstack and ML, around it.

We're building a verticalized factory for claims. AI is what lets it scale: it lets us originate cases and match people to them continuously, with humans reviewing where judgment matters, so everyday people recover what they're owed.

This role is perfect for someone who's analytical, creative, and execution-driven. You thrive in fast-paced environments, love rapid experimentation, and know how to take an idea from prototype to a production system the rest of the team can build on.

Bonus

if you've worked in a regulated industry such as legal, healthcare, or finance.

What You'll Own

• Own the agent systems that source and assemble cases, with human-in-the-loop review that raises quality and throughput.
• Own the systems that match people to the claims they're owed, from sources they've explicitly permissioned, with consent and privacy as first principles.
• Build the evaluation and quality infrastructure that keeps agent behavior measurable and reliable in production.
• Own the cost and performance of AI at scale as an engineering target.
• Contribute to shared platform foundations that make the whole team faster, including internal tooling, MCPs, and agent harnesses.
• Recruit, vet, and grow the engineers, fullstack and ML, on this team.

How You'll Work (Ai-native)

• AI-native, not AI-assisted. You build with coding harnesses and agents in the loop every day, and you push the frontier of what they can do for the team.
• You treat internal tooling as product. You build the MCPs, harnesses, evals, and human interfaces that make the whole team faster, for internal ops and external users alike.
• You make product calls autonomously. You've shipped products end-to-end and can decide what to build and why without waiting to be told, then defend it with evidence.
• Autonomous and collaborative. You run your vertical like an owner and still pull in the same direction as the rest of the company.

Who You Are

• Experience building and shipping production software, at staff-level technical scope.
• A track record of shipping products end-to-end: you've owned the outcome, not just the code.
• Strong product instincts and a bias toward action; comfortable making informed product decisions on your own.
• Early-stage experience (Series A or earlier).
• You've built and grown a team, or are clearly ready to; you'll be hiring and leading from day one.
• Bonus: experience taking LLM agent systems to production, including human-in-the-loop review and evaluation; comfort owning both the ML and the product surface around it.
• Stack: Python and Go, modern LLM / agent tooling, AWS.