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Staff Software Engineer (Payer)

Employment contract Full-time Remote work

Publication date: 31/08/2026

Payers & Outcomes at Headway sits at the intersection of ML, clinical quality, and trust. You’re 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.

Responsibilities

Architect LLM-powered systems that review clinical documentation at scale and deliver real-time feedback to providers; Design ML/LLM systems to spot patterns of inappropriate billing, over-utilization, and low-quality care across millions of appointments and claims; Build systems to systematically review prescribers against clinical quality standards; Build ML systems to understand patient needs and match them to providers; Champion how Headway evaluates and iterates on AI systems; Set the technical bar for the Payers & Outcomes group and lay architectural foundations

Requirements

Located in NYC, SF, or Seattle region; End-to-End Product Builder; Owns Outcomes, Not Tasks; Sets the Technical Standard; Mentor by Default; Ships Fast, Iterates Faster; Quick Study in Complex Domains; Motivated by Impact; Communicates with Precision; AI Frontier Tinkerer

Benefits

Competitive equity package; Medical, dental, vision; HSA/FSA; 401(k); Carrot Fertility reimbursement; 16-week parental leave; Therapy reimbursement; Professional development budget; 13 holidays; Full week off in December; Flexible PTO
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