Engineering Manager (Provider)

About the role

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 Engineering at Headway

Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide.

Principles that guide us:

- Focus on the mission: We view software as a means of effecting change in the world, not as an end unto itself. We write software to empower our patients and therapist to better solve the problems they're facing.

- Ship small, learn fast: We are building new and novel products and believe that we learn what our users need by quickly shipping and iteration

- Everything is a product: Whether it's our patient search experience or a developer productivity improvement, we treat everything we build at Headway as a product with end-users in mind.

- Optimize for trust: We believe that engineers should be continually learning. To learn effectively and to be productive, engineers must feel safe asking questions and discussing mistakes.

Tools we use:

- Languages: Python 3, TypeScript

- Libraries & Frameworks: FastAPI, SQLAlchemy, React, Remix, Next.js

- Datastores: Postgres, Redis

- Infrastructure: AWS (Fargate, ECS, S3, and more), Spark and Kafka

- Monitoring: Datadog, PagerDuty, Sentry

- Version Control: Github

- Vulnerability Management: Snyk, Semgrep

- Cloud Security: Lacework

- AI Tools: Cursor, Claude, Gemini, Eddy (our in-house cloud agent harness)

About the role

At Headway, we're building a national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Supporting providers isn't just about connecting them with patients — it's about delivering the tools they need to manage their practice with ease, confidence, and compliance.