Product Manager - AI Platform & Marketplace

One in four people in the US suffers from a treatable mental health condition, but traditional therapy remains out of reach because most providers cannot navigate the complex administration of accepting health insurance. Headway is building a new mental healthcare system by removing insurance barriers through automated credentialing, claims processing, and payment reconciliation. Today, over 90,000 providers across all 50 states run their practices on Headway, serving more than 2.6 million patients.

As a Product Manager at Headway (hiring across Senior, Staff, Principal, and Senior Principal levels), you will take end-to-end ownership of core product areas across our Patient, Provider, Payer, or Platform pillars. Sitting at the intersection of healthcare delivery, complex insurance networks, and a multi-sided marketplace, you will leverage artificial intelligence (LLMs, prompt engineering, retrieval frameworks, and automated evaluations) to transform mental health care navigation, streamline clinical administration, and scale foundational billing/claims infrastructure.

Product Domains & Core Focus Areas

• Patient Experience: Build AI-powered matching engines and care navigation tools that convert over 1 million monthly patient referral requests into active, sustained clinical care pathways.
• Provider Experience: Engineer AI tools that automate clinical workflows, documentation, scheduling, credentialing, and billing—enabling therapists to run efficient, thriving practices on Headway.
• Payer Solutions: Design AI-driven clinical outcome metrics and analytics dashboards that prove care efficacy to health insurers, unlocking value-based care and strategic payer partnerships.
• Platform Infrastructure: Build and scale core financial infrastructure—billing, claims processing, payments, and trust & safety—using AI automation to detect fraud, ensure compliance, and maximize unit economics.

Key Responsibilities

• End-to-End Product Ownership: Define and execute the product vision and strategic roadmap for your assigned domain in tight alignment with Engineering, Data Science, Design, Clinical, and Operations teams.
• Production AI Integration: Identify high-leverage opportunities to apply LLM architectures, retrieval-augmented generation (RAG), and intelligent workflows—driving bets from initial discovery to production-grade deployment at scale.
• Metrics Ownership & Rigor: Establish clear key performance indicators (KPIs) and business outcomes; partner with Data Science on experiment design, causal inference, and continuous iteration.
• Customer Advocacy: Represent the voice of the customer—patients, therapists, or health plan executives—basing product decisions on data analytics and direct qualitative research.
• Cross-Functional Alignment: Navigate complex regulatory, legal, compliance, and clinical constraints, converting industry complexities into elegant product design choices.

Requirements

Product Management & AI Expertise

• 8+ years of progressive product management experience with a track record of owning complex, high-impact product areas in high-growth environments.
• Hands-on experience developing and shipping production LLM systems (prompt engineering, retrieval architectures, evals, fine-tuning) that perform reliably at scale.
• Proven success building at scale within a two-sided marketplace, developer/data platform, or high-volume transactional ecosystem.
• Strong quantitative fluency with practical experience partnering with Data Scientists on experiment design, A/B testing, and causal analysis.
• Experience navigating complex, regulated, or constraint-heavy industries (e.g., healthcare, fintech, insurance).
• Precise written and verbal communication skills, with a track record of influencing cross-functional engineering, legal, clinical, and executive stakeholders.

Preferred Qualifications

• Prior experience within digital health, health tech, health insurance (payor/provider operations), or medical billing infrastructure.
• Experience building 0-to-1 AI tools or scaling multi-tenant SaaS platforms for independent SMBs or healthcare practices.

Total Rewards & Benefits

• Compensation & Equity: Competitive base salary aligned with seniority level (Senior, Staff, Principal, or Senior Principal) + equity ownership package.
• Comprehensive Healthcare: Premium medical, dental, and vision insurance options; Health Savings Account (HSA) / Flexible Spending Account (FSA).
• Retirement & Financial Protection: 401(k) retirement savings plan with company match starting in 2027.
• Family & Wellbeing: Carrot Fertility reimbursement, paid parental leave, medical leave, and caregiver leave.