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'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.

Headway participates in E-Verify.
Reasonable accommodations are available for persons with disabilities upon request during the application or interview process.
All official communication will come from a @findheadway.com email address.
Applications must be submitted through the official careers page at https://headway.co/careers.

Headway is hiring a FP&A Manager