Head of Finance

Freshpaint

9d • $220,000 - $240,000 • Remote

About The Position

Freshpaint is a privacy-first data platform that helps healthcare organizations use modern marketing and analytics tools without exposing protected health information (PHI). Freshpaint sits between a company’s website or app and the third-party tools they use, automatically detecting and controlling sensitive data before it’s shared. The company is backed by top investors like Y Combinator and Intel Capital, and has raised tens of millions of dollars in funding. They are looking for a hands-on, strategic finance leader to serve as Freshpaint's Head of Finance. This role requires ownership of accounting, FP&A, and the ability to partner with leadership to define strategic financial direction and drive execution.

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: you've 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 rolling up your sleeves and making decisions with imperfect information in a fully remote, fast-moving environment.

Nice To Haves

• 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.

Responsibilities

• 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 our day-to-day finance team and external accounting partner, keeping the finance org lean and high-leverage.
• Design and operationalize our 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 that support 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, challenging the commercial economics as we scale a sales-led motion.
• 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 the core SaaS metrics that leadership relies on.
• Grow into ownership of board and investor reporting, and support fundraising preparation and potential strategic processes when the time comes.

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 (past trips: Arizona, Jackson Hole, Nashville, New Orleans & more)

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed