Staff Software Engineer (Payer)
San Francisco, CA - USA
Job Summary
1 in 4 people in the US have a treatable mental health condition but most providers dont accept insurance making therapy too expensive for most people. Headways 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. Weve automated that.
But were going further. Over 75000 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 arent just a billing layer; we are becoming the platform where care actually happens.
Were 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 Work
Payers & Outcomes at Headway sits at the intersection of ML clinical quality and trust. Youre building the intelligent systems that protect the integrity of our network spotting risk surfacing quality signals and giving providers real-time feedback so they can deliver great care. What you could work on:
- Clinical Feedback: Architect the LLM-powered systems that review clinical documentation at scale and deliver helpful real-time feedback to providers. Turn a traditionally painful audit process into a coaching experience and scale it across the entire network.
- Detecting Risk in Healthcare Claims: Design the ML/LLM systems that spot patterns of inappropriate billing over-utilization and low-quality care across millions of appointments and claims. Translate those signals into clear feedback for providers and transparent reporting for our insurance partners.
- Measuring & Elevating Clinical Quality: Help build the systems that systematically review every prescriber in our network against clinical quality standards so we can measure improve and defend the quality of care Headway delivers. The stakes are real: our most recent launch reviews clinical notes and nudges providers to put a safety plan in place when a patient shows signs of suicidal risk a system projected to save roughly 1000 lives a year.
- Patient Needs & Provider Fit: Crack the one size fits all problem. Build ML systems that understand how complex a patients needs are and match them to providers best suited to help so every patient gets the right care and every provider operates at their best.
- Trustworthy AI in Healthcare: Champion how Headway evaluates and iterates on AI systems. Build the evaluation frameworks optimization loops and observability that keep LLM-powered features reliable and safe in a regulated environment.
- Technical Foundations & Mentorship: Set the technical bar for the Payers & Outcomes group 12 engineers today growing to 3050 by end of year. Lay the architectural foundations other teams will build on and raise the whole groups engineering craft as it scales.
Our Stack
- Languages:TypeScript Python 3
- Frontend:React Remix
- Backend & Storage:FastAPI SQLAlchemy Postgres Redis Snowflake
- Infrastructure:AWS Temporal Kafka
- Ops:Datadog Sentry PagerDuty
- AI Tools:Cursor Claude Gemini Eddy (our in-house cloud agent harness)
Who You Are
- End-to-End Product Builder:You care just as much about the API architecture as you do the user experience. You seamlessly context-switch between backend logic and frontend state management.
- Owns Outcomes Not Tasks:Youve been handed ambiguous problems and turned them into shipped software. You know how to define the solution pull in the right people across teams and keep things moving when priorities shift.
- Sets the Technical Standard:You make technical decisions that optimize for maintainability and scale not just shipping speed. You proactively improve your teams engineering velocity - whether thats refining tooling improving automation or establishing patterns that prevent entire categories of bugs.
- Mentor by Default:You pull engineers into design discussions without being asked. Your code reviews teach not just gatekeep. You make sure knowledge gets shared across the team not siloed in one persons head.
- Ships Fast Iterates Faster:You can move from problem statement to working solution quickly. Youd rather ship a good v1 this week than a perfect v1 next month. Real feedback from therapists and patients is worth more than another round of design review.
- Quick Study in Complex Domains:Healthcare is a maze of payers regulations and exceptions. You dont need prior healthcare experience but you need to be someone who dives into unfamiliar domains and builds a working mental model fast.
- Motivated by Impact:You want your engineering skills applied to problems that matter. Mental healthcare access is broken in America and you want to be part of fixing it.
- Communicates with Precision:Whether its a Slack thread a design doc or a cross-team meeting you communicate clearly and concisely. You know that great engineering is wasted if you cant bring people along.
- AI Frontier Tinkerer:You dont just use AI tools - you push their limits. Youve experimented with applying LLMs to real workflows whether thats code generation operational automation or developer tooling. You bring a builders mindset: what can we automate what should stay human and how do we ship it responsibly in healthcare
Our Interview Process
After you apply to Headway here are some details of what to expect during the interview process.
- Initial screen: Youll connect with someone in recruiting so you can learn more about the team Headways mission and exciting growth and we can get a better idea of your background.
- First round:Youll do a live coding interview with Karat our technical interviewing partner. Its a great opportunity to showcase your problem-solving skills and learn more about what our engineering team is building.
- Final rounds: Youll meet several team members for technical and non-technical interviews and leave with a fuller picture of what its like to work at Headway.
- References and the Offer: Our favorite part of the process! Well send over all of the details including specifics on employee equity and congratulatory messages from excited future team members!
Compensation & Benefits
- Salary: $264000 - $330000 base salary plus a competitive equity package.
- Comprehensive Benefits:Medical dental vision HSA/FSA 401(k) Carrot Fertility reimbursement and 16-week parental leave.
- The Mission:We reimburse your therapy and provide a professional development budget. We believe in what were building.
- Time Off:13 holidays a full week off in December and flexible PTO.
#LI-BM1
We believe a teams 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.
Headway participates in E-Verify. To learn more click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud please note that Headway only accepts applications through our official careers page at Headway will never refer you to external websites ask for payment or personal information or conduct interviews via messaging apps. All official communication will come from a @ email address. If you are contacted by someone claiming to be from Headway via an unofficial channel please do not share any information and report it as spam.
Required Experience:
Staff IC
About Company
Find therapists near you who accept insurance. We'll help you find the right fit—and save you money. Get started today with online or in-person sessions.