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Head of Finance

Freshpaint - Remote - Remote - posted 2026-10-01

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Freshpaint is a privacy-first data platform serving the healthcare industry, helping hospitals, digital health companies, and life sciences organizations use modern marketing and analytics tools while protecting patient data (PHI). Backed by Y Combinator and Intel Capital, the company has raised tens of millions to build privacy infrastructure for healthcare's digital transformation. You will serve as Head of Finance, reporting directly to the CEO, owning the complete finance function as Freshpaint scales. This is a highly visible, hands-on role for a finance operator who shapes how the company runs, not just reports on it. Key responsibilities include: **Financial Operations & Accounting:** Own the monthly close, P&L, balance sheet, and cashflow; maintain strong controls and audit readiness; manage the finance team and external accounting partners; design and operationalize the financial operating model including processes, systems, and reporting cadences. **Strategic Planning & FP&A:** Own annual planning, budgeting, and rolling forecasts with clear budget owners and spend guardrails; build scalable, driver-based financial models for scenario planning and strategy; drive operational discipline around spend, cash flow, and runway; partner with GTM leadership on comp plans, capacity planning, pricing, and unit economics as the company transitions to a sales-led motion. **Executive Partnership & Board:** Serve as trusted thought partner to CEO and exec team with data-driven recommendations on investments and growth pacing; deliver decision-ready reporting on core SaaS metrics; grow into ownership of board and investor reporting; support fundraising and strategic processes. **Requirements:** - 8+ years of progressive finance experience, including leadership roles at high-growth B2B SaaS startups or scale-ups (ideally Series A–C) - Hands-on accounting ownership: must have run the monthly close and owned balance sheet and income statement, ideally through a controller role or Big 4 audit experience - Experience taking a company through an audit - Strong command of SaaS metrics, subscription economics, financial modeling, forecasting, and scenario planning - Experience partnering with GTM leaders on commercial economics, comp design, and pricing - Proven experience partnering directly with CEOs and executive teams - Ability to simplify complex financial concepts and influence non-finance stakeholders - High ownership and sound judgment; comfortable with imperfect information in a fully remote, fast-moving environment **Nice to haves:** CPA; experience with board reporting, investor updates, or fundraising/M&A; experience supporting shift from product/marketing-led to sales-led GTM; healthcare/healthtech or regulated-industry SaaS experience; hands-on experience implementing finance tools (ERP/GL, billing, FP&A software, spend management).

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