Senior Director OF Finance

Finance Function LeaderReporting directly to the CEO, you will own the finance function and be a member of the executive team. You'll set strategy for planning, reporting, and the finance systems stack, and you'll also run the monthly close cycle yourself, supported by an outsourced accounting firm and modern tooling (Ramp, QBO, Stripe, Tabs, Avalara).The right candidate is a full-stack SaaS finance operator: fluent in FP&A and SaaS metrics, comfortable reviewing accounting work, and genuinely hands-on with systems and data.Core ResponsibilitiesFinancial close and reportingRun the monthly finance close: revenue recognition, cash forecasting, and budget vs. actual, reconciled across all work streamsReview the accounting close executed by our outsourced accounting partner, and manage that relationshipProduce monthly financial reporting packages for the board and external partiesOwn payroll including commission and monthly variable compensation administrationPlanning and board reportingServe as a strategic partner to the CEO and the rest of the executive team to plan and evaluate operational investmentsOwn the annual operating model and budget, including all planning assumptions (churn, rep productivity, marketing efficiency, COGS)Build and deliver the financial section of the quarterly board deck and monthly business reviewsTreasury, tax, and complianceOversee cash out: AP and corporate card administration (Ramp), expense policy, payroll approval support, and operating account monitoringOwn sales tax compliance across jurisdictions filing calendar, nexus configuration, and return reviewServe as internal point of contact for income tax (outside CPA firm), state registrations (CSC), annual audit support, 1099s, and insurance renewalsFinance systems and AI stackOwn the finance data stack: daily automated reporting on churn, cash, billings, and expenses, pulling from Stripe, Ramp, and BigQueryMaintain and extend our finance AI system - agents and a metric catalog built on top of our finance systemsWhat We're Looking For8-12 years of progressive finance experience, including a senior FP&A or finance leadership role at a B2B SaaS companyDeep fluency in SaaS metrics and recurring revenue mechanics: ARR, cohort-based churn, NRR, CAC efficiency, rev rec for subscription businessesStrong accounting literacy - able to review an outsourced close, own rev rec methodology, and support an annual audit without a controller on staffExperience producing lender and/or board-grade reporting packages on fixed monthly deadlinesSystems-native: hands-on with tools like Stripe, Ramp, Avalara, and modern billing platformsEnthusiasm for building an AI-first finance org; we run daily automated reporting and finance agents, and expect this leader to extend that stack, not retire itComfortable as the sole senior finance person: high ownership, low ego, strong judgment on when to build vs. buy vs. outsourceBased in Austin, TX or willing to relocateNice to HavePrior experience at a PE- or venture-backed SMB SaaS companyExperience managing outsourced accounting relationshipsExposure to usage- or job-data-driven products and BI toolingPrevious experience supporting or leading venture financing processesFirst 90 DaysTake ownership of the monthly close cycle, commissions, and external reporting packages (lender and partner deliverables)Absorb and document the operating model: assumptions vs. calculated outputs, tie-outs to actuals, refresh cadenceAssume administration of the finance systems stack and re-platform individual-owned tooling onto company-controlled infrastructureLead the 2027 annual planning process starting in OctoberWhy This RoleYou'll have full ownership of the finance function at a company with real revenue, real board and lender relationships, a spot on the exec team with room to grow, no bureaucracy, and a mandate to build the AI-native finance function most companies are still talking about.Why Join RealWork?Startup environment within a stable, industry-leading companyCompetitive salary, bonus structure & equityExcellent Health, Dental, Vision and Parental BenefitsRegular team outings & eventsFlexible PTO401(k)RealWork is an Equal Opportunity Employer. We're committed to building a diverse and inclusive team. We do not discriminate against qualified employees or applicants because of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by local, state, and federal law or ordinance.