1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 70,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, GV, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
Providers are at the heart of Headway’s mission, and the products they use every day play a critical role in both the quality of care patients receive and providers’ ability to sustainably run their practices. Our Provider Experience products are designed to reduce administrative burden, support clinical best practices, and create a seamless care journey for patients — from scheduling and sessions to assessments and follow-up.
As a Senior Product Manager on the Client Engagement team, you’ll help shape the tools therapists rely on to deliver care, measure progress, and build trusted relationships with their patients, so they can spend less time on operations and more time focused on care. As we grow, we’re looking to build tools that leverage the power of AI and support the end-to-end experience of care between patient and provider, including scheduling, telehealth, in-session tools, and post-session communication, with a focus on reliability and usability.
What you’ll do at Headway- Own problem discovery, solution design, and delivery for meaningful provider and patient workflows within the Headway platform.
- Translate user needs, business goals, and clinical or compliance considerations into clear product strategy, roadmaps, and execution plans.
- Partner closely with engineering, design, data, clinical operations, and compliance to ship high-quality, high-impact product experiences.
- Stay deeply connected to providers’ and patients’ day-to-day workflows through research, feedback, and data — and use those insights to inform priorities and tradeoffs.
- Integrating AI-powered note-taking into telehealth workflows to reduce documentation burden and improve session quality.
- Exploring agentic AI solutions to streamline provider scheduling and optimize operational efficiency.
- Leveraging AI to surface the full patient journey, enabling providers to build informed treatment plans, prepare for sessions, and deliver more coordinated care.
- Advocate for simple, intuitive experiences that balance usability, operational realities, and regulatory requirements.
- You have 5+ years of product management experience, building and shipping user-centric products with complex workflows.
- You’re comfortable operating end-to-end — from discovery and strategy through execution and iteration.
- You’re data-informed and know how to use qualitative and quantitative insights together to drive decisions.
- You bring strong product judgment and UX sensibility, and care deeply about building experiences users trust and enjoy.
- You thrive in ambiguous, fast-paced environments and can bring clarity and momentum to your work.
- You’re a strong cross-functional partner who communicates clearly, builds alignment, and drives progress without formal authority.
- Nice to have: experience in healthcare, clinical tooling, telehealth, assessments, or workflow-heavy B2B or consumer products.
The expected base pay range for this position is $185,000 - $225,000, 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 Winter Break during the weeks between December 24th and January 1st
- 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 participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
Skills Required
- 5+ years of product management experience building and shipping user-centric products with complex workflows.
- Operate end-to-end from discovery and strategy through execution and iteration.
- Use qualitative and quantitative data together to inform product decisions.
- Strong product judgment and UX sensibility focused on usability and trust.
- Ability to thrive in ambiguous, fast-paced environments and drive clarity and momentum.
- Strong cross-functional partnership and communication skills to align stakeholders without formal authority.
- Experience in healthcare, clinical tooling, telehealth, assessments, or workflow-heavy B2B or consumer products.
What the Team is Saying
Headway Compensation & Benefits Highlights
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Healthcare Strength — Benefits materials list comprehensive medical, dental, and vision options with most premiums covered, alongside HSA/FSA choices. Dedicated mental‑health support via a therapy reimbursement HRA and an EAP further strengthens access.
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Parental & Family Support — Job postings and benefits profiles indicate up to 16 weeks fully paid parental leave for eligible employees and fertility support through Carrot. These family‑forming benefits are highlighted as competitive for a venture‑backed startup.
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Leave & Time Off Breadth — Listings describe flexible or generous PTO, 13 paid holidays with a year‑end holiday break, and front‑loaded sick time. Remote‑friendly policies and stipends also support practical work‑life rhythm.
Headway Insights
What We Do
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.
Why Work With Us
The demand for mental health care has never been higher, underscoring the need for solutions like Headway that increase accessibility to clinical care. 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.
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Headway Offices
Remote Workspace
Employees work remotely.
Headway employees work remotely across the US, with the option to work from offices in New York City, San Francisco and Seattle.
