Director of Product (Provider Experience)

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 45,000 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.

About this role: 

At Headway, we’re building a national network of therapists who accept insurance — and making mental healthcare radically more accessible in the process. Supporting providers isn’t just about connecting them with patients — it’s about delivering the tools they need to manage their practice with ease, confidence, and compliance.

Our providers are the heart of Headway’s mission — and empowering them with an easy-to-use platform is critical to both their success and the quality of care patients receive. Whether it’s saving providers time, simplifying documentation, or ensuring compliance, this role is at the center of our providers’ lives. As Director of Product for Provider Experience, you’ll lead the product vision, strategy, execution, and team for the daily tools therapists use to run their practice on Headway.

This is a critical leadership role for Headway and our mission to make mental healthcare more accessible. By helping providers spend less time on administrative tasks and more time on care, you’ll directly support both provider satisfaction and patient access.

What you’ll do at Headway:

• Own the vision and strategy for Headway’s core provider experience — delivering intuitive, magical, and compliant practice management tools
• Lead and scale a team of PMs focused on making it seamless for providers to manage their schedule, document sessions, develop treatment plans, handle intake forms, collect assessments, and more
• Partner deeply with cross-functional teams — design, engineering, clinical operations, compliance, data, and more — to build high-quality, high-impact product experiences.
• Stay close to providers and their workflows, using insights, feedback, and data to inform priorities and continuously improve their core experience.
• Advocate for provider needs internally, balancing compliance, operational, and product considerations to deliver practical, impactful solutions.
• Be a strategic thought partner across the company on provider experience, clinical tooling, and practice management.

You’ll be great for this role if you:

• Are a product leader with 8+ years of experience building user-centric products with complex workflows, with at least 4 years managing PMs.
• Are a strategic thinker and strong executor who can connect the dots between user needs, business goals, and compliance requirements.
• Have a track record of building products users love by deeply understanding their day-to-day workflows and pain points.
• Thrive in ambiguous, fast-paced environments and bring clarity, focus, and momentum to your team and stakeholders.
• Are a motivational leader and collaborator who excels at cross-functional partnership and building high-performing product teams.
• Care deeply about delivering meaningful impact — for providers, patients, and Headway’s mission.
• Nice to have: experience in healthcare, clinical tooling, or workflow-heavy B2B products — especially in practice management, EHR, or SaaS platforms.

Compensation and Benefits:

The starting salary for a Director of Product is $255,000.00 and increases to $300,000.00 based on industry tenure and experience. 

• 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

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We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience.

Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.

Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle. Headway participates in E-Verify. To learn more, click here.