Head of Finance

As Freshpaint's Head of Finance, you'll own the finance function that powers our next stage of growth. Reporting directly to the CEO, you'll run day-to-day finance operations, from the books and monthly close to designing how we plan, budget, forecast, and measure the business. We've moved from a marketing-led to a sales-led GTM motion, so you'll play a central role in how we invest in growth, pressure-test our commercial economics, and manage runway. Freshpaint is a privacy-first data platform that helps healthcare organizations use modern marketing and analytics tools without exposing protected health information (PHI).

Responsibilities

Own the finance function and run day-to-day finance operations, from the books and monthly close to designing how the company plans, budgets, forecasts, and measures the business; Own the monthly close, P&L, balance sheet, cashflow, and ensure accurate, timely financial statements; Maintain strong controls and audit readiness across accounting, revenue recognition, tax, and treasury; Manage the day-to-day finance team and external accounting partner, keeping the finance org lean and high-leverage; Design and operationalize the financial operating model: processes, systems, reporting cadences, and budget ownership across teams; Own annual planning, budgeting, and rolling forecasts, with clear budget owners, org ratios, and spend guardrails; Build and maintain scalable, driver-based financial models supporting scenario planning, hiring plans, and long-term strategy; Drive operational discipline around spend, cash flow, and runway management; Partner with GTM leadership on comp plans, capacity planning, pricing guardrails, and unit economics; Serve as a trusted thought partner to the CEO and exec team, giving data-driven recommendations on investments, trade-offs, and pacing of growth; Deliver clear, decision-ready reporting on core SaaS metrics; Grow into ownership of board and investor reporting, and support fundraising preparation and potential 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: run the monthly close and owned the 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 making decisions with imperfect information in a fully remote, fast-moving environment

Nice to have

CPA; Experience with board reporting, investor updates, or supporting a fundraise or M&A process; Experience supporting a shift from a product- or marketing-led motion to a sales-led or enterprise GTM motion; Healthcare, health tech, or other regulated-industry SaaS experience; Hands-on experience implementing finance tools, e.g. an ERP/GL, billing, FP&A software, or spend management

Benefits

Competitive pay + generous equity; Half-day Fridays, every Friday; 16 weeks fully paid parental leave (eligible after 6 months; commission-based roles receive 100% base salary during leave); Flexible PTO with a required 2-week minimum; Top-tier health, dental & vision (100% covered for you, 80% for dependents); Intentional & engaging company offsites