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.
Financial planning can sound like month-end close and rearview-mirror reporting. At Headway's stage, it's the opposite. As we scale toward $1B+ in revenue, FP&A is the engine that lets the company see itself clearly — where to invest and how to grow efficiently.
We're looking for an FP&A Manager who sees this not as a reporting function, but as one of the most operationally influential seats in the company. You'll partner directly with Finance leadership and department leaders across CX, R&D, People, and G&A — connecting the decisions those teams make on the ground to the company's broader financial picture, and driving the execution that turns plans into results. You won't just report the numbers; you'll shape the decisions behind them.
If you're an analytical, detail-oriented finance partner who wants real influence on how a high-growth company spends, plans, and scales — and you care about the mission behind the work — this role is built for you.
You will:
Be the financial thought partner and strategist for key parts of Headway's business. Serve as the embedded Finance partner to several major departments — owning the financial strategy behind how those teams invest, manage spend, and drive toward profitability. This is thought partnership, not just reporting: you'll surface tradeoffs, pressure-test plans, and help leaders make sharper financial decisions.
Lead financial deep dives that drive decisions. Run the financial analyses and deep dives that identify business problems, root-cause them, and surface early signals — then turn that into strategies that accelerate progress.
Help the company understand its performance at both a micro and macro level. Support company-wide consolidation, shape the performance narrative that tells leadership how the business is really tracking, and take on the ad-hoc financial analyses that inevitably arise in a fast-scaling business.
Help drive the company's strategic planning. Play a central role in the processes where Headway defines its strategy and understands the financial implications — Annual Planning, Long-Range Vision — serving as a key Finance voice to teams across the company.
Bring AI into the workflow. Actively apply AI tools to drive faster insight, greater efficiency, and smarter decision-making across the FP&A workflow — and help shape how the team works as those tools evolve.
You’d be a great fit if:
You've owned the numbers behind a fast-growing business — and made them mean something. You have 6+ years of experience, ideally blending Investment Banking, Consulting, or Private Equity/VC with a highly analytical strategic finance role at a fast-growing company. You bring a point of view on day one.
You take a "measure twice, cut once" approach to financial data. You're detail-oriented and rigorous, highly proficient in Google Sheets and BI tools, and comfortable working with large, complex datasets.
You make the business better, not just the model. You embed with department leaders, earn their trust quickly, and translate finance into decisions that sharpen spend discipline and efficiency.
You see AI as a competitive advantage for finance, not a feature to explore someday. You actively use AI tools to work faster, sharpen your analysis, and make smarter calls — and you bring that orientation to the team around you.
You bring structure to ambiguity. You're a resourceful self-starter who seeks context, solves open-ended problems, anticipates stakeholder needs, and stays flexible when priorities shift.
You communicate complex insights clearly. You tailor your message to the audience — finance vs. business and product partners — and make the takeaway impossible to miss.
Compensation and Benefits:
The expected base pay range for this position is $152,000 - $200,000 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.
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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.