Staff Product Manager, AI Patient Experience

About the role

You will be the first dedicated AI Product Manager on the Patient side at Headway. Your mission: build AI-powered products that help patients find the right therapist, stay engaged in care, and achieve measurable improvements in their mental health. This is not an AI-strategy-deck role. You will ship. You will write evals. You will debug prompt chains. You will partner with ML engineers and data scientists to build products that work for real patients in a HIPAA-compliant environment.

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: move beyond PHQ-9/GAD-7 to 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.
• You have personally written evals for AI product quality.
• You have built multi-step LLM-powered user flows in production.
• Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality.
• You are a builder who has shipped AI products in partnership with ML engineers.

Qualifications

• Bonus: Experience in regulated industries (healthcare, fintech, insurance).
• Bonus: Experience in healthcare or mental health.
• You understand that building AI for people managing their mental health requires a different level of care and safety.

Skills

• Strong technical fluency with LLMs: model selection, RAG architectures, fine-tuning, cost/latency/quality.
• Experience in regulated industries (healthcare, fintech, insurance).
• Experience in healthcare or mental health.
• Understanding of ethical considerations in AI for mental health.

Benefits

• Comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.
• Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
• Benefits offered include: Equity compensation, Medical, Dental, and Vision coverage, HSA / FSA, 401K, Work-from-Home Stipend, Therapy Reimbursement, Carrot Fertility annual reimbursement and membership, 13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st, Flexible PTO, Employee Assistance Program (EAP), Training and professional development.

Pay

We offer a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity.

Schedule

We offer flexible scheduling options to accommodate your needs.