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 75,000 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, Spark Capital, 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.
About Payer & Patient Outcomes at Headway
Headway's relationship with payers is evolving from a credentialing and billing partnership to something far more valuable: a network that can prove what it delivers and build products purpose-built for how health plans actually operate. The Payer & Patient Outcomes team owns that transformation — building the products, data infrastructure, and measurement frameworks that let Headway walk into a payer conversation with more than access to sell.
About this role
As Enterprise Product Manager, Payer, you'll own the product layer that turns Headway's relationships with its largest payer accounts into differentiated, enterprise-grade product — not one-off features built to placate a single account, but capabilities that create real leverage in contracting and open new ways for payers to engage with Headway. You'll work in lockstep with our Payer BD/Commercial team, translating what actually moves a deal into product requirements, and with Data and Engineering to ship it. This is a build-from-scratch mandate: there's no existing enterprise-product playbook here, and part of the job is creating one.
What You'll Own
Enterprise-tier products built in direct partnership with named strategic payer accounts — the kind of capability that's a genuine reason a payer signs, renews, or expands with Headway
The product-side relationship with Payer BD: translating commercial asks into requirements, and pushing back or reshaping them when a better path exists
A repeatable framework for enterprise payer product work, so builds for one payer become reusable rather than bespoke
Navigating enterprise buying process (procurement, legal, multi-stakeholder sign-off) without importing enterprise pace into how the team builds internally
You'd be a great fit if…
You've operated as a Staff-level PM inside a real enterprise sales motion — you understand what makes a large, slow-moving institutional buyer actually move, and you're comfortable being evaluated by procurement and legal, not just end users
You can hold enterprise rigor and startup urgency at the same time — you don't use "enterprise" as an excuse to slow down
You can generalize a single account's specific ask into something reusable, rather than shipping a one-off every time
You've built trust and gotten cross-functional partners (Engineering, Data, BD) to prioritize your work without having authority over their roadmaps
Healthcare/payer experience is a plus, not a requirement — what matters more is that you've already proven this pace-vs.-rigor tension somewhere else
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.
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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
- Staff-level product management experience within an enterprise sales motion
- Experience understanding enterprise buying processes involving procurement, legal, and multiple stakeholders
- Ability to balance enterprise rigor with startup urgency
- Ability to generalize account-specific needs into reusable products rather than one-off features
- Experience building trust and influencing Engineering, Data, and Business Development without direct authority
- Healthcare or payer experience
What the Team is Saying
Headway Compensation & Benefits Highlights
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Healthcare Strength — Multiple Cigna medical options plus dental and vision are offered with the company covering a majority of premiums, alongside employer-paid life and short/long-term disability. Feedback suggests day-one eligibility for coverage and mental-health cost support further bolster the health offering.
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Parental & Family Support — Up to 16 weeks of fully paid parental leave for eligible full-time employees is highlighted, and family-forming support is provided through Carrot Fertility. Feedback suggests contributions toward family healthcare premiums were increased to improve affordability for dependents.
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Affordable Benefits — Company coverage of a majority of medical, dental, and vision premiums and reimbursement of eligible therapy/copay costs up to about $2,100 per year reduce out-of-pocket expenses. Remote-work stipends and professional-development funds add practical value without high employee cost.
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.
