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You didn't build your career in IB, PE, or Big 4 M&A to spend your days reviewing budgets and approving slide decks.
You're built to design, challenge, and drive forward — transforming ambiguous strategy into precise execution frameworks, not multi-year projections that gather dust. You've honed financial modeling in high-pressure environments. Now you're ready to deploy that expertise where it directly influences operating strategy, not just deal memos. This role delivers exactly that.
Trilogy seeks a strategic finance leader with operational instincts and dealmaker precision: someone comfortable in uncertainty, accountable for results, and fluent in using AI as a strategic extension. You'll partner directly with founders and senior executives to define the trajectory of SaaS and education ventures, designing the financial infrastructure and investment logic that enable intelligent scaling, not indiscriminate growth.
If your perfect week involves dissecting a flawed business case, reconstructing it with phased milestones and KPI boundaries, and delivering a memo that shifts executive thinking, this is your opportunity.
You won't be leading 30-person departments. You won't be enforcing budget compliance. You won't be waiting years to see impact. You'll be driving strategy with velocity, discipline, and AI-powered precision, and your contributions will reshape ventures that are reshaping industries.
Design and operate an AI-enabled financial infrastructure that informs critical investment decisions, supports scalable growth, and ensures execution precision across rapidly expanding SaaS and education businesses.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of AI-first remote workers.