Head of Payer Product

Headway’s mission is to rewire the mental healthcare system so it works for everyone. To do that, we must not only help patients and providers, we must also innovate for the payers who finance care. Payers sit at the center of how mental health benefits are designed and paid for, but today, their tools and structures often limit access instead of expanding it. Our Payer Product team will lead the charge on rethinking how Headway works with insurance companies via benefits design, care navigation and more to help them deliver better care while managing costs.

In this role, you’ll co-innovate with some of the largest healthcare companies in America to evolve how mental health is financed, bringing innovation and tailored solutions to a space where new approaches are long overdue.

What you’ll do at Headway:

• Own Headway’s Payer Product strategy from the ground up
• Build innovative products that allow payers to design and deliver more flexible, effective mental health benefits
• Act as a thought partner to senior executives at some of the largest payers in the country, co-creating solutions that push toward bold change
• Lead and grow a team of Product Managers and engineers to execute against this vision
• Balance short-term wins with long-term strategic bets that transform payer economics and patient outcomes
• Partner cross-functionally to ensure payer innovation integrates seamlessly across the business

You’ll be great for this role if you:

• Healthcare Innovator: You have deep knowledge of payer/insurance models and are eager to reinvent how mental health is paid for and delivered
• Builder-Strategist: You thrive in messy, ambiguous spaces and can create clarity, structure, and strategy where none exists
• Co-Creator: You know how to partner with large, complex organizations, earning trust while pushing them toward meaningful change
• Influential Communicator: You can frame bold innovation in terms that resonate with executives, employers, and product teams alike
• Bonus: Experience in digital health startups, healthcare consulting, or as a founder/operator who has built in complex, regulated industries

Compensation & Benefits:

The expected base pay range for this position is $297,500 - $350,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for performance-based variable compensation and an equity grant, depending on the position and level.

We are committed to offering a 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
• 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