Staff Product Manager, AI Patient Experience

Stack

Responsibilities

• ▹Own AI-powered patient intake and therapist matching: design LLM-driven flows that understand patient needs and recommend the right provider
• ▹Build between-session AI support experiences: personalized tools that help patients reflect, prepare, and build therapeutic habits
• ▹Establish evaluation and safety infrastructure: write evals, build test suites, design red-teaming protocols, and implement human-in-the-loop escalation
• ▹Advance outcome measurement beyond PHQ-9/GAD-7 toward AI-informed measurement
• ▹Partner with Engineering, ML, Data Science, Clinical, and Legal to ship AI products in a HIPAA-compliant architecture

Requirements

• ▹8+ years of PM experience, with at least 2 years shipping AI/ML-powered products to real customers
• ▹Personally written evals for AI product quality
• ▹Built multi-step LLM-powered user flows in production
• ▹Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality trade-offs

Nice to have

• ▹Experience in regulated industries (healthcare, fintech, insurance)
• ▹Experience in healthcare or mental health

Soft skills

What we offer

• ▹Equity compensation
• ▹Medical, Dental, and Vision coverage
• ▹HSA/FSA
• ▹401K
• ▹Work-from-Home Stipend
• ▹Therapy Reimbursement
• ▹16-week parental leave
• ▹Carrot Fertility annual reimbursement and membership
• ▹13 paid holidays plus a Holiday Break
• ▹Flexible PTO
• ▹Employee Assistance Program (EAP)
• ▹Training and professional development

About the company

Headway is building a new mental healthcare system that everyone in the US can access. The company started by automating the biggest barrier to care — insurance admin work such as credentialing, claims, and payment reconciliation — and is now building the full platform on which more than 75,000 therapists run their practice, serving over 1 million patients nationwide. Headway is a Series D company that has raised $325M+ in funding, backed by investors including a16z, Accel, and Spark Capital. The platform powers over 500,000 appointments per month.