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 the role
As an Operations Associate on our Eligibility team, you'll own the accuracy and speed of our manual review and remediation processes — the work that keeps patient eligibility data correct and payer issues resolved before they become patient-facing problems.
What you'll do
Execute weekly eligibility remediation deployments
Own on-call tickets for your work-stream, triaging and resolving issues within SLA
Investigate and help resolve payer escalations and eligibility "loss spikes"
Support manual review queue health — volume, speed-to-correct, and QA accuracy
Maintain and improve SOP documentation as processes evolve
Build or troubleshoot portal access and tooling needed to unblock the team (e.g., payer portals, internal apps)
Flag process gaps or corrections proactively, even when not asked
What we're looking for
1–3 years in operations, claims, eligibility, or a similarly process-heavy role
High QA bar — track record of accuracy under volume, not just speed
Demonstrated self-direction: has identified and solved a problem without being asked
Clear, audience-aware written communication — comfortable escalating findings to cross-functional partners (e.g., Payer BD, Product)
Genuine interest in Headway's mission to expand access to mental health care
Nice to have
Experience with healthcare payer systems, claims, or benefits/eligibility verification
Experience onboarding or mentoring teammates
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
- 1-3 years of experience in operations, claims, eligibility, or a similarly process-heavy role
- Track record of accuracy and high-quality results under volume
- Demonstrated self-direction and ability to identify and solve problems independently
- Clear, audience-aware written communication and ability to escalate findings to cross-functional partners
- Genuine interest in expanding access to mental healthcare
- Experience with healthcare payer systems, claims, or benefits and eligibility verification
- Experience onboarding or mentoring teammates
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
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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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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.
