Staff Backend Software Engineer (Revenue Engine)

About this role

• 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
• Owns Outcomes, Not Tasks: You’ve been handed ambiguous problems and turned them...