Strategic Finance Lead

About CrosbyCrosby is built on a simple conviction: a great legal system is the watermark of a great society — and the best legal work comes from combining human expertise with the right technology, not replacing one with the other.Crosby is the first AI-native law firm, helping ambitious companies like Cursor, Ramp, and Cognition sign commercial contracts <faster.Legal> work is both art and science, and we're mapping the frontier between the two — codifying what can be systematized, amplifying human judgment where it matters most. That's why the right way to bring AI into law isn't to sell software and walk away. It's to own the outcome together: higher-quality work, delivered faster. We build proprietary tools and human-in-the-loop workflows that change what's possible for corporate legal teams.Crosby was founded by Ryan (Stanford Law, Cooley, startup GC) and John (Penn, first 15 engineers at Ramp). Help us transform one of society's most important industries.About the roleThis is Crosby’s first dedicated finance hire. We expect this role to be a senior individual contributor with broad ownership and high <visibility.As> Strategic Finance Lead, you’ll have the unique opportunity to build the financial foundation that helps Crosby scale. You’ll own the core models, planning processes, and reporting systems that shape how we make decisions across the <business.In> this role, you’ll work directly with the founders and partner closely with leaders across growth, legal, operations, and engineering. You’ll help Crosby understand what is happening in the business, what should happen next, and where we should invest.What you’ll doOwn Crosby’s financial model across revenue, margin, headcount, cash, and scenario <planning.Run> the company’s forecasting and planning cadence, including bi-weekly reviews, quarterly planning, and board <support.Build> the financial frameworks behind how Crosby scales, including pricing, capacity planning, utilization, and unit <economics.Work> closely with growth on pipeline, forecasting, pilots, expansion, and go-to-market efficiency.Own cash planning, runway analysis, and capital allocation work.Partner with external accounting, tax, and audit firms to keep the financial foundation clean and <reliable.Support> fundraising, investor reporting, and other high-priority strategic projects as needed.Who you areExperience: 5+ years in strategic finance, FP&A, investment banking, private equityProblem-focused: Strong sense of the problem behind a problem and good judgment about what matters mostBuilder mindset: Excited about the opportunity to establish systems, models, and operating rhythms from the ground upCollaborative: Effective communicator who thrives in cross-functional teams and can work closely with both technical and non-technical leadersOwnership: Driven to take responsibility for projects from ideation through executionHands-on: Excited to own the work directlyCuriosity: Motivated by understanding how a business really works and using that understanding to improve decisionsStrong financial modeling and analytical judgmentExperience in SaaS, tech-enabled services, marketplaces, or other operationally complex businessesExperience working with leadership teams on forecasting, planning, and KPI developmentExperience with SQL, BI tools, or data analysis workflowsExperience with legal services or hybrid software plus services businesses is a plus.Equal OpportunityCrosby is an equal opportunity employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics.Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the New York City Fair Chance Act.Pursuant to New York Labor Law Section 194-b, the US Pay Range for this position is listed in the job post. Final compensation will be determined based on skills, experience, and qualifications.