Head of Strategic Finance

As the Head of Strategic Finance, you will serve as the architect of our insight engine. You won't just report the numbers; you will shape the strategy that moves them. This leadership role sits at the intersection of Product, Marketing, and Sales, providing the analytical rigor required to scale our revenue and optimize our Go-To-Market (GTM) investments. This role reports directly to our CFO and will lead a high-performing team dedicated to forward-looking decision support, ensuring every product launch, pricing shift, and marketing dollar is backed by deep financial logic and a clear path to ROI. This role is based in our San Francisco office with an office-centric hybrid schedule. The standard in-office days are Monday, Tuesday, and Thursday. Most Asanas have the option to work from home on Wednesdays. Working from home on Fridays depends on the type of work you do and the teams with which you partner. If you're interviewing for this role, your recruiter will share more about the in-office requirements. What you’ll achieve Own the financial and operational backbone that connects strategy to execution Own and evolve the company’s end-to-end financial model (ARR, bookings, billings, revenue, and cash flow), ensuring alignment across GTM, Product, and FPA. Establish this as the single source of truth for planning, forecasting, and investor communication. Connect revenue models with underlying systems (CRM, billing, product telemetry) to create a scalable, automated forecasting engine with clear inputs, controls, and auditability. Oversee the Deal Desk function to ensure pricing governance, margin discipline, and consistency in commercial terms. Partner with Sales Leadership to balance velocity with rigor on large/complex deals. Own sales compensation philosophy and team, plan design, and modeling. Ensure incentives align with company strategy (e.g., consumption, multi-product adoption, retention) and drive the right field behaviors. Define guardrails across discounting, approvals, and packaging to protect long-term unit economics while enabling GTM flexibility. Build and maintain sophisticated, multi-variable revenue models that serve as the "North Star" for company forecasting. Partner with Product leadership to model the financial impact of new features and products, determining the optimal path for monetization. Master the unit economics of our Product-Led Growth (PLG) motion. Analyze user journeys, conversion funnels, and viral loops to optimize the transition from free/trial to paid tiers. Act as the primary financial advisor to the CRO and CMO, translating complex data into actionable GTM strategies. Deep-dive into the "Cost to Book" across all channels. Evaluate the efficiency of sales pods and marketing spend to ensure we are scaling profitably. Lead the financial evaluation of our pricing structures. Run sensitivity analyses on bundling, discounting, and tiered pricing to maximize Average Contract Value (ACV) and Net Revenue Retention (NRR). Hire, mentor, and scale a world-class Strategic Finance team that values speed, accuracy, and business partnership. Transition the finance function from reactive reporting to proactive "What-If" modeling, enabling the executive team to make high-stakes bets with confidence. About you: 10–15+ years of progressive experience in high-growth technology environments, with 3+ years leading a Strategic Finance or FPA organization. Proven experience managing the financial complexity of B2B SaaS business models. Specific experience with Product-Led Growth (PLG) metrics (e.g., free-to-paid conversion, viral loops, usage-based pricing) is a major plus. Demonstrated success in scaling a finance function through significant growth phases. Ability to architect "0-to-1" integrated financial models from scratch. You should be able to build complex revenue, capacity, and long-range planning models that are dynamic and driver-based. Expert-level command of SaaS KPIs (LTV, CA ... (truncated, view full listing at source)