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 75,000 providers across all 50 states run their practice on our software, serving over 1 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. 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.
The Role Architect and own the cloud platform that every engineer at Headway deploys on. Make deploys boring, scaling automatic, infrastructure self-serve, and cost attributable. About Infrastructure Engineering at Headway Building a new mental healthcare system at Headway is only possible because of the scale and leverage that software can provide. Infrastructure Engineering is one of three teams in Engineering Foundations, alongside Agentic Engineering and Eddy, Headway's internal AI platform. We own the infrastructure Headway runs on, as well as the performance and scalability of Headway's FastAPI/Python monolith, and the AWS infrastructure it runs on. We are the paved road the rest of engineering builds on: databases, deploys, asynchronous platform, observability, autoscaling, and self-serve compute infrastructure. As AI dramatically increases code velocity across the org, our mandate is to make every change safe from the start and build systems that get safer as they get faster. About This Role You will be on the Infrastructure team, which owns the cloud platform Headway runs on. You will be the senior engineer driving work to isolate blast radius, make autoscaling trustworthy, and build a self-serve infrastructure platform so that the Infrastructure Engineering team focuses on the strategic and unusual, not the routine. What You'll Own
Who You Are A senior engineer who combines deep cloud and infrastructure expertise with the instincts to drive alignment across teams. You thrive in ambiguity, operate with a high degree of ownership, and are as comfortable setting technical direction as you are building. You make other engineers better through architecture reviews, runbooks, and paved-road tooling that raises the baseline for everyone who ships on the platform.
Nice to have:
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
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