Staff Backend Software Engineer (Revenue Engine)

The Work

The Revenue Engine Team is making the foundational platform decisions that will shape how Headway moves money — between patients, providers, and payers — at the scale our growing network demands. As one of two staff engineers in the group, you'll partner with engineering leadership to set technical direction across our Payment Platform and Clearinghouse Platform teams: the systems responsible for our integrations with Stripe, Plaid, and the payer clearinghouses that our claims flow through.

This is platform work in the truest sense. Every payment that's charged or paid out, every claim that's filed and reconciled, every dollar that flows through Headway depends on the systems your teams own. As Headway's network grows — more patients, more providers, more payers, more transaction volume — the reliability, throughput, and correctness of these systems become the difference between a business that scales and one that doesn't. Provider trust, patient trust, audit readiness, and revenue capture all hinge on this surface area.

You'll lead the design of fault-tolerant, observable, and deeply reconciled integrations with the third-party services we depend on. You'll build the abstractions and standards that let dozens of adjacent engineering teams — Billing Infrastructure, Patient Billing, Provider Payouts, and others — ship faster and more safely on top of our platform. And you'll do it as a hands-on technical leader: writing code where leverage is highest, mentoring senior engineers across both pods, and shaping the operational excellence that this domain demands.

This role is for engineers who get energized by distributed systems problems with real consequences — concurrency, idempotency, partial failures, all with a substantial potential blast radius — and who want to apply that craft to a mission that actually matters: building a mental healthcare system that everyone can access.

Our Stack

• Languages: TypeScript, Python 3
• Frontend: React, Remix, Next.js
• 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: You take ownership of problems from start to finish, ensuring the right outcomes are achieved.