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You didn't sharpen your expertise in PE, IB, or Big 4 M&A just to police budgets and rubber-stamp slide decks.
You're here to design, challenge, and propel — converting ambiguous strategy into resilient execution frameworks, not multi-year projections that gather dust. You've honed the discipline of financial modeling in high-pressure settings. Now you're ready to apply that discipline where it informs real operational roadmaps, not just pitch books. This role delivers exactly that.
Trilogy seeks a finance strategist with an operator's mindset and a dealmaker's precision: someone who excels amid uncertainty, takes ownership of results, and harnesses AI as a cognitive extension. You'll collaborate directly with founders and senior leaders to define the trajectory of SaaS or education businesses, constructing the financial infrastructure and investment logic that enable intelligent scaling, not wasteful expansion.
If your ideal workweek involves dismantling a fragile business case, reconstructing it with phased milestones and KPI boundaries, and delivering a memo that makes the leadership team reconsider their assumptions, this is your opportunity.
You won't be overseeing 30-person departments. You won't be enforcing budget compliance. You won't be waiting years to see results. You'll be driving strategy with velocity, analytical rigor, and AI-augmented accuracy, and your contributions will reshape the course of ventures that are reshaping industries.
Design and operate an AI-integrated financial infrastructure that informs high-impact investment decisions, sustainable growth, and operational precision across rapidly scaling SaaS and education ventures.
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.