Staff Product Manager, Enterprise Products

Remote

About the role

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 90,000 providers across all 50 states run their practice on our software, serving over 2.6 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, and building much of it with AI. 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.

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.

About Headway

Headway is a mental healthcare system that helps users have access to affordable healthcare. It operates a virtual network of therapists that accept insurance and provide video or in-person sessions booked completely online. It also helps mental healthcare providers expand their practices and individuals save money on mental health sessions.

Other roles at Headway

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Job details

Location

Remote

Company

NameHeadway
IndustryApplication Software
Team Size4

Funding

Total raised

$321M

Last stage

Growth

Investors

a16z
Thrive Capital
Accel
Spark Capital
Forerunner Ventures

Founders

Andrew Adams

Andrew Adams

Co-Founder & CEO

LinkedIn
DR

Dan Ross

Co-Founder, Head of Operations

JS

Jake Sussman

Co-Founder

What happens next.

No applications, no recruiter spam. Just the intro.

01

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

02

I pitch you to the company

I write the intro, send it to the founder, and handle the back-and-forth.

03

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.