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.
As a Senior Revenue Accountant, you will play a key role in ensuring accurate and compliant revenue accounting for a fast-growing company. You’ll focus on ASC 606 revenue recognition, month-end close, reporting, and building scalable processes and systems. This role is highly cross-functional, partnering with Finance, Legal, Data, Product, and Engineering teams to ensure revenue is reported accurately and efficiently. This role offers an opportunity to apply creative thinking and strong problem-solving skills to make a lasting impact on Headway’s growth and operations.
You will:
- Support revenue month-end close activities, including preparing journal entries, reconciliations, and account analyses to deliver timely and accurate results
- Contribute to the design, implementation, and documentation of scalable revenue processes, policies and controls to support growth
- Partner with Engineering, Product, Ops and Data teams to develop and test billing and revenue systems
- Analyze large data sets to validate underlying system configurations and financial reporting outputs
- Support annual audit requests and provide documentation for revenue-related testing
- Identify and implement process improvements, leveraging AI tools and automation to drive efficiency in revenue accounting operations
- Lead revenue-related projects, coordinating cross-functional partners, tracking progress, and delivering measurable business impact
You’ll be great for this role if:
- You have 3+ years of accounting and/or audit experience
- You have a Bachelor’s degree in Accounting or another relevant field
- You are a CPA (or CPA track)
- You have strong working knowledge of ASC 606 (a plus, but not required)
- You have a Big 4 audit background and/or experience in high-growth environments
- You have strong communication skills and the ability to collaborate effectively across teams
- You are a problem solver and can work efficiently under pressure
- You take initiative and enjoy tackling complex accounting and business challenges
Compensation and Benefits:
The expected base pay range for this position is $95,200- $140,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for 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 Holiday Break during the week between December 25th and December 31st
- Flexible PTO
- Employee Assistance Program (EAP)
- Training and professional development
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
- 3+ years of accounting and/or audit experience
- Bachelor's degree in Accounting or relevant field
- CPA or CPA track
- Strong working knowledge of ASC 606
- Big 4 audit background or experience in high-growth environments
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.
