CFO

Willow•Seattle, WA

1d•Hybrid

About The Position

Willow is seeking a CFO who is, above all else, a deeply rigorous financial operator. This is not primarily a capital-markets or fundraising-first role. We’re looking for a leader with exceptional command of the numbers, strong SaaS metrics fluency, sound commercial judgment, and the ability to move seamlessly from board-level strategy to contract-, cash-, and margin-level detail. You’ll be a trusted thought partner to the CEO and Board while staying close to the real mechanics of the business: enterprise deal structure, procurement cycles, software and services mix, forecasting quality, revenue realization, gross margin performance, and cash discipline. The ideal candidate is not just polished in the boardroom. They are intellectually tough, highly detail-oriented, commercially savvy, and grounded in operational reality – as comfortable discussing a long-range operating plan with the Boards as they are diving into a major customer contract, revenue timing risk, or a procurement delay affecting cash flow. This is a pivotal leadership role at a critical stage in Willow’s evolution. The CFO will help shape how the company scales, how it measures itself, how it allocates capital, how it improves predictability, and how it balances discipline with ambition. The right person will have a meaningful hand in building a durable, high-performing company in one of the most important emerging categories in enterprise software and AI.

Requirements

Proven finance leadership experience in a SaaS or software-enabled business, ideally in a growth-stage or scaling enterprise environment
Experience as a CFO, VP Finance, or senior finance leader ready to step into a CFO role
Deep command of SaaS metrics and the discipline to distinguish signal from noise in growth-stage reporting
Exceptional financial modeling, forecasting, and analytical skills
Strong commercial instincts and fluency in enterprise contracts, pricing models, deal economics, and procurement complexity
Experience operating close to revenue realization, not just top-line planning
Ability to move fluidly between strategic conversations and detailed financial analysis
Strong understanding of accounting, cash flow management, controls, and the operational realities that shape margin and revenue outcomes
Executive presence and communication skills that build confidence with a CEO, Board, investors, and senior functional leaders
A hands-on, low-ego approach with a willingness to work directly in the details when needed
High integrity, sound judgment, and a bias toward clarity, truth, and accountability

Nice To Haves

Candidates in the Greater Seattle Area

Responsibilities

Lead all core finance functions, including FP&A, accounting, cash management, financial controls, budgeting, forecasting, board reporting, and strategic finance
Build and maintain a high-integrity financial operating cadence that improves forecast accuracy, decision quality, and organizational accountability
Strengthen financial processes, systems, controls, and reporting as the company scales, without adding unnecessary bureaucracy
Prepare and present clear, credible, and precise materials for the Board, investors, lenders, and other key stakeholders
Serve as a trusted advisor to the CEO and Board on financial performance, business health, planning scenarios, capital allocation, and operating tradeoffs
Support strategic planning, long-range modeling, and scenario analysis tied to the company’s growth trajectory and future opportunities
Help the company make better decisions at the intersection of growth and discipline — supporting commercial ambition while pressure-testing assumptions and avoiding financial overreach
As needed, support future strategic finance activity, including fundraising, as a secondary capability rather than the primary focus of the role
Bring rigor to SaaS and company performance metrics, including ARR, ACV, bookings, gross margin, churn, renewal quality, services mix, implementation timing, pipeline conversion, and cash efficiency
Develop a clear view of revenue quality, including distinctions between contracted ARR, live ARR, collectible ARR, and realized revenue performance
Drive operating visibility into the true economics of the business, including customer profitability, implementation and deployment dynamics, cost drivers, and expansion quality
Partner closely with Sales, Legal, Delivery, and Operations on pricing, deal structure, payment terms, procurement dynamics, services attachments, margin implications, and revenue recognition considerations