Staff Software Engineer – Insurance

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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

• Lead the design and implementation of systems powering Headway’s insurance operations • Build systems for patient identification, pricing estimates, provider matching, and claims • Build data-intensive, ML-powered platforms serving patients and providers • Develop systems that learn from every visit • Mentor engineers • Write high-impact code at the intersection of healthcare data and payer operations • Build ML models to improve price estimate accuracy • Develop OCR pipelines for insurance cards and automate eligibility checks • Build ML systems to detect complex insurance arrangements • Develop claims AI agents that review denied claims, identify root causes, and resubmit claims autonomously • Build human-in-the-loop automation for provider credentialing

🎯 Requirements

• Platform-thinking approach to software engineering • Ability to build abstractions that enable teams to move faster and more safely • Ability to find structure in messy payer data and build reliable reasoning systems • Hands-on coding ability • Experience turning ambiguous problems into shipped software • Ability to define solutions and coordinate across teams as priorities shift • Precise written and verbal communication • Experience with TypeScript • Experience with Python 3 • Experience with React, Remix, or Next.js • Experience with FastAPI, SQLAlchemy, Postgres, Redis, or Snowflake • Experience with AWS, Temporal, or Kafka • Experience with Datadog, Sentry, or PagerDuty • Experience with AI tools such as Cursor, Claude, Gemini, or Eddy • Authorization to work in the United States for any employer

🏖️ Benefits

• Equity compensation • Medical, Dental, and Vision coverage • HSA / FSA • 401K • Work-from-Home Stipend • Therapy Reimbursement • 16-week parental leave for eligible employees • Carrot Fertility annual reimbursement and membership • 13 paid holidays each year • Holiday Break during the week between December 25th and December 31st • Flexible PTO • Employee Assistance Program (EAP) • Training and professional development • Robust health and wellness benefits • Retirement savings • Meaningful ownership opportunities through equity

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