Senior Applied AI Enginner, AI Platform

The role

You will embed with one company function at a time and build an AI product on top of Eddy, Headway's internal AI agent platform. You will find the real bottleneck, build the solution end to end, and move the reusable parts into the platform for other teams.

What you will do

• Find the real bottleneck in a function and define success in its terms.
• Build a vertical product: skills, MCP integrations, subagents, scheduled and event-driven agents, and artifact apps.
• Ship a rough v1 to real users quickly, then harden it over weeks.
• Own evals, tracing, cost and latency, and failure modes in production.
• Extract generalizable capabilities into Eddy with tests and docs.
• Find work that should not be built and replace it with a workaround, config change, or process change.
• Design for PHI from the start, since Eddy operates inside HIPAA.

Required qualifications

• 5+ years shipping production software end to end.
• Has built and shipped LLM or agent-powered products to real users.
• Able to dive into an exception-heavy domain and build a working mental model fast.
• Moves between a React frontend, a FastAPI service, and a container image without a handoff.
• Serious about AI as engineering: tool use, agent loops, evals, context management, and cost and latency at volume.
• Able to push back, renegotiate scope, and say no.
• Comfortable owning outcomes with no spec and no backlog.

Nice to have

• Experience as a forward deployed engineer, solutions engineer, internal platform engineer, or founder.
• Work on agent frameworks or developer platforms.
• Healthcare experience is not required.

Benefits

• Medical, dental, and vision insurance.
• HSA and FSA.
• 401(k) including match for 2027.
• Carrot Fertility reimbursement.
• Paid parental, medical, and caregiver leave.

Before you apply

• Headway participates in E-Verify.
• Applications are accepted only through the official careers page at headway.co/careers. Headway never asks for payment or personal information through external sites or messaging apps.

About the company

Headway is building a new mental healthcare system, starting by automating insurance and billing work for providers. It is a Series D company with $325M+ in funding, and over 90,000 providers in all 50 states use its software.