Strategic Finance Lead

Sail is the foundation of useful, agentic AI. We are here to take a big swing at the most ambitious engineering challenge of our careers. Everyone working at Sail will become an expert; nothing less will do in our immensely competitive market. We're hiring a Strategic Finance Lead as our first dedicated finance hire. This is a builder's role — you're not stepping into existing systems, you're creating them. What you’ll do - Build and own Sail's operating P&L — the single source of truth connecting GPU cluster unit economics (cost per GPU-hour, utilization, depreciation/useful life, power costs) and how it flows down to product pricing, unit economics, and actual financial performance - Partner crossfunctionally on board materials: financial modeling, data room preparation, and diligence support - Stand up Sail's first real FP&A process: budgeting and forecasting, sized appropriately for an early-stage company rather than over-built for one - Develop the headcount and opex planning model as the team grows, and own burn rate and runway tracking What we’re looking for - 5-8+ years in finance roles with real modeling depth — investment banking, growth equity/private equity, corporate development, or strategic finance/FP&A at a high-growth company. Infrastructure or capital-intensive business experience (data centers, energy, equipment leasing, or similar) is a strong plus - Genuine fluency in building financial models from scratch — not just maintaining someone else's template. You should be comfortable building an operating P&L and pro forma model without a lot of hand-holding - Comfort with ambiguity and a preference for building the right-sized process rather than the most sophisticated one. We're early — judgment about what to build now vs. later matters as much as technical skill - Bonus: prior exposure to revenue recognition for usage-based/consumption billing, or experience inside a GPU cloud, data center, or other infrastructure-as-a-service business INTERVIEW PROCESS 1. Meet the Head of BD. You'll be working in close collaboration on compute procurement, GTM decisions, and the financial engineering behind them. 2. Meet the CEO, who will ask about your experience and share as much detail about Sail as you want to hear. 3. Take-home case study walking through a regular financial analysis we think through on a daily basis. 4. Come in to Sail's SF office for an interview day. Meet the whole team, then you'll have the opportunity to present your case study describing your process, learnings, and results. 5. Offer. Once the team decides we want to work with you, we make a strong offer quickly and will be quite persistent over email/text/calls :) LIFE AT SAIL We work out of a beautiful, sunny office in downtown San Francisco. All meals are on us (and actually great; SF is a food paradise and it would be a shame to eat only bowl slop). Everyone gets a Studio Display at their desk. We are serious about investing in anything that saves us time or energy. There are six different ways to make coffee or tea in the office. A friendly (hypoallergenic) black cat named Coco visits occasionally.