Staff Software Engineer – Payer

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Headway

501 - 1000 employees

Founded 2019

🏥 Healthcare

🏪 Marketplace

☁️ SaaS

💰 $100M Series D - Headway on 2024-07

Healthcare • Marketplace • SaaS

Headway is a healthcare technology company (Therapymatch, Inc. ) that operates an insurance-native marketplace connecting people with licensed mental health providers — therapists and psychiatrists — for in-person and online care. Headway matches users with providers by specialty, location, and insurance coverage, handles insurance verification and billing, and offers tools for providers (provider portal and an insurance-native EHR) to reduce administrative burden. The platform partners with 100+ insurance plans, supports many languages, and emphasizes affordable, in-network mental health care.

📋 Description

• Architect LLM-powered systems that review clinical documentation at scale and provide real-time provider feedback • Design ML/LLM systems to detect inappropriate billing, over-utilization, and low-quality care across claims and appointments • Translate risk signals into provider feedback and transparent insurance-partner reporting • Build systems to review prescribers against clinical quality standards • Develop ML systems that assess patient needs and match patients with suitable providers • Build AI evaluation frameworks, optimization loops, and observability for reliable, safe LLM features in healthcare • Set the technical bar for the Payers & Outcomes engineering group • Establish architectural foundations for other teams • Mentor engineers and improve engineering craft and velocity • Define solutions for ambiguous problems, coordinate cross-functional stakeholders, and ship software • Participate in technical decision-making, design discussions, and code reviews

🎯 Requirements

• End-to-end product engineering across API architecture, backend logic, frontend state management, and user experience • Experience turning ambiguous problems into shipped software • Ability to make maintainable, scalable technical decisions • Ability to improve engineering velocity through tooling, automation, and reusable patterns • Experience mentoring engineers through design discussions and code reviews • Ability to ship quickly and iterate based on user feedback • Ability to learn complex healthcare payer, regulatory, and clinical domains quickly • Motivation to improve mental healthcare access • Clear and concise written and verbal communication • Experience applying LLMs to real workflows, code generation, operational automation, or developer tooling • Ability to ship AI responsibly in healthcare • Familiarity with TypeScript and Python 3 • Familiarity with React, Remix, Next.js, FastAPI, SQLAlchemy, Postgres, Redis, Snowflake, AWS, Temporal, Kafka, Datadog, Sentry, PagerDuty, Cursor, Claude, Gemini, and Eddy • Must be located in the NYC, San Francisco, or Seattle regions • Must be authorized to work in the United States

🏖️ Benefits

• Competitive equity package • Medical insurance • Dental insurance • Vision insurance • 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 • Reasonable accommodations for disabilities

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