Head of Finance

STAGE: SERIES A | HIGH-GROWTH VERTICAL SAAS WITH EMBEDDED PAYMENTS ABOUT THE ROLE Hauler Hero is hiring a Head of Finance to own the company’s financial operations and strategic finance function end to end. This role is responsible for building a scalable, accurate, and trusted finance foundation while partnering closely with the CEO on planning, pricing, capital efficiency, and board communication. This is a hands-on leadership role today, with a clear path to VP of Finance as the company scales. The right candidate is comfortable operating in the weeds, building systems, and providing clear financial insight that leadership relies on daily. WHAT YOU’LL OWN FINANCIAL OPERATIONS - Own the full order-to-cash cycle: invoicing, collections, revenue recognition, and payment reconciliation - Lead monthly close with accuracy and timeliness - Manage AP, vendor payments, and expense controls - Maintain GAAP compliance and partner with external accountants and auditors - Build scalable internal controls as transaction volume grows CUSTOMER AGREEMENTS & REVENUE INTEGRITY - Ensure customer agreements (Order Forms, MSAs, renewals, custom pricing) are executed, stored, and version-controlled - Maintain clean contract metadata that feeds billing, forecasting, and renewals - Proactively audit agreements and systems to prevent revenue leakage COMMISSIONS & SALES FINANCE - Own commission calculations and payouts for GTM roles - Validate bookings, payment timing, clawbacks, and quota credit rules - Deliver clear, auditable commission statements - Partner with Sales leadership on comp plan design, ramps, accelerators, and SPIFFs BOARD & INVESTOR SUPPORT - Prepare monthly KPI reporting and quarterly board materials - Partner with the CEO on runway management, fundraising readiness, and financial storytelling - Establish a predictable, trusted financial operating cadence for leadership and the board STRATEGIC FINANCE & FP&A - Own and maintain the financial model across ARR, revenue, margins, headcount, and payments economics - Build scenario analyses for hiring, GTM strategy, pricing, and fundraising - Track and analyze core SaaS and payments metrics (ARR, NRR, CAC, LTV, GMV, take rates) - Support pricing, packaging, and product expansion decisions with clear financial insight SYSTEMS & TOOLING - Own the finance tech stack (accounting, billing, reconciliation, expenses, commissions, forecasting) - Integrate financial systems with HubSpot and product data - Manage relationships with banks, payments providers, and financial vendors PRODUCT COLLABORATION - Partner with Product and Engineering on financial logic embedded in the platform, including invoicing workflows, payment flows, reconciliation, and reporting CASH & CAPITAL - Maintain clear visibility into cash position, runway, and near-term liquidity - Use low-risk instruments where appropriate - Provide simple, accurate reporting on cash and capital needs WHAT SUCCESS LOOKS LIKE Within 12 months: - Billing, collections, and commissions are accurate and boring - Leadership trusts the financial model for decision-making - Board materials are clean, consistent, and delivered without fire drills - Revenue leakage is eliminated - Finance is viewed as a strategic partner, not a back-office function - The CEO spends less time in the weeds and more time using financial insight strategically QUALIFICATIONS - 7–12+ years of experience across finance operations and FP&A - Must have experience in a venture-backed SaaS company under $50M ARR. - SaaS experience required; payments or fintech experience strongly preferred - Proven experience owning billing, forecasting, and board-level reporting - Strong financial modeling and analytical skills - Experience implementing finance systems and automation - Comfortable operating both tactically and strategically - Clear, concise communicator with executive presence GROWTH PATH This role is intentionally scoped as Head of Finance today, with a clear path to VP of Finance as the company scales, the finance function matures, and leadership leverage increases.