Head of Insurance Platform Product - Remote

Overview

Headway’s mission is a big one – to build a new mental health care system everyone can access. We’ve built technology that helps people find great therapists with the first software-enabled national network of providers accepting insurance.

1 in 4 people in the US have a treatable mental health condition, but the majority of providers don’t accept insurance, making therapy too expensive for most people. Headway is building a new mental healthcare system that everyone can access by making it easy for therapists to accept insurance and scale their practice.

Headway was founded in 2019. Since then, we’ve grown into a diverse, national network of over 60,000 mental healthcare providers across all 50 states who run their practice on our software and have served over 1 million patients. We’re a Series D company with over $325m in funding from a16z (Andreessen Horowitz), Accel, GV (formerly Google Ventures), Spark Capital, Thrive Capital, Forerunner Ventures and Health Care Service Corporation.

We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.

In Short

• Shape the next chapter of how Headway’s insurance platform evolves, leveraging cutting-edge technology.
• Lead, grow, and inspire a team of 10+ PMs, with future headcount expansion expected.
• Build core infrastructure for claims processing, eligibility, payments, and risk that power Headway’s business and customer experience.
• Tackle complex integrations with legacy insurance systems while designing future-facing solutions that reimagine how insurance should work.
• Provide scalable infrastructure that enables other product and engineering teams to build quickly and with confidence.
• Partner with cross-functional teams (engineering, design, data, compliance, and business stakeholders) to deliver measurable business impact.

Requirements

• Platform Product Leader: You have 10+ years of experience in platform or infrastructure product roles (e.g., risk, credit, underwriting, payments), with 6+ years of people management experience.
• Systems Thinker: You love solving complex, interconnected problems and building systems that scale across a business.
• Growth-Stage Operator: You have experience operating at growth-stage startups, balancing execution with long-term strategy.
• Ambiguity Ready: You thrive in environments where the problems are messy, the systems are archaic, and the opportunity is wide open.
• Motivated by Impact: You care deeply about building products that meaningfully impact patients, providers, and the healthcare system at large.
• Empathetic Leader: You can inspire, coach, and grow teams while serving as a strong cross-functional partner.
• Healthcare Curious (bonus): Direct healthcare or insurtech experience is a plus, but not required.

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 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