FP&A Manager

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.

Responsibilities

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: 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

Requirements

You've owned the numbers behind a fast-growing business — and made them mean something; You have 6+ years of experience; You bring a point of view on day one; You take a "measure twice, cut once" approach to financial data; detail-oriented and rigorous; highly proficient in Google Sheets and BI tools; comfortable working with large, complex datasets; You make the business better, not just the model; You embed with department leaders; earn their trust quickly; 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; bring that orientation to the team around you; You bring structure to ambiguity; resourceful self-starter; seeks context; solves open-ended problems; anticipates stakeholder needs; stays flexible when priorities shift; You communicate complex insights clearly; tailor your message to the audience — finance vs. business and product partners — and make the takeaway impossible to miss

Nice to have

Ideally blending Investment Banking, Consulting, or Private Equity/VC with a highly analytical strategic finance role at a fast-growing company

Benefits

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