Senior Applied AI Enginner, AI Platform

1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.

But we're going further. Over 90,000 providers across all 50 states run their practice on our software, serving over 2.6 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale, and building much of it with AI. We aren't just a billing layer; we are becoming the platform where care actually happens.

We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

About Eddy at Headway:

Eddy is Headway's in-house AI agent platform and the highest-leverage internal product we've shipped. It gives every Headwegian an agent harness pointed at Headway's own systems: an isolated sandbox per conversation, tool access to the third parties we depend on, and the ability to turn any of it into something durable, like a shareable interactive app, a workflow, a scheduled agent, a Slack teammate, or a webhook-triggered automation. Today 850+ Headwegians use Eddy daily, and 40k+ scheduled agents and workflows run every week with no one in the loop.

We sit in Engineering Foundations and own all of it: the chat product, the agent loop, the sandboxed runtime, the tool and integration layer, the artifact and app platform, the workflow engine, the eval harness, and the safety and access-control model that lets this touch real production and healthcare data without causing incidents. We're a small team with a very large surface area.

About this role:

Self-serve gets a function most of the way. It doesn't get them all the way.

Legal still reads every provider contract and payer amendment by hand, because what would help isn't a chat window. It's a system that knows what a redline means here, what gets escalated, and what our position was the last four times. Credentialing, claims exceptions, and CX triage each have their own version: work that is obviously automatable but full of enough domain-specific detail that nobody outside the function can build it, and nobody inside can build it alone.

That's this role. You'll embed with one function at a time and build them a real product on top of Eddy. Then you'll do the harder half: work out which parts are specific to that function and which are primitives that belong in the platform, and land the primitives in Eddy so the next function gets them for free. Most quarters should end with a function measurably better off and a new capability in the platform.

What you'll do:

- Find the real bottleneck. Sit with a function long enough to see the work, and define success in their terms: turnaround time, escalation volume, error rate, headcount avoided.

- Build the vertical. Skills, MCP integrations against their systems of record, subagents, scheduled and event-driven agents, artifact apps, and whatever product surface the workflow needs. You own it end to end.

- Ship in days, harden over weeks. Get a rough v1 in front of real users fast, then do the unglamorous work of making it dependable.

- Own it in production. Evals, tracing, cost and latency, failure modes. If a function depends on it, you're on the hook for it.

- Extract the primitives. Land the generalizable half in Eddy as a first-class capability, with tests and docs.

- Kill work that shouldn't exist. Some requests are better answered by a workaround,