You didn't spend years in PE, IB, or Big 4 M&A just to rubber-stamp budgets and polish slide decks.
You're here to design, challenge, and drive—transforming ambiguous strategy into airtight execution frameworks, not multi-year forecasts that collect dust. You've honed the discipline of financial modeling in high-pressure environments. Now you want to apply that expertise where it influences real operating decisions, not just pitch books. This role delivers that.
Trilogy seeks a finance strategist with operational instincts and dealmaker precision: someone energized by uncertainty, accountable for results, and fluent in AI as an extension of their thinking. You'll partner directly with founders and leadership to define the trajectory of SaaS or education businesses, constructing the financial infrastructure and decision frameworks that enable intelligent scaling, not bloat.
If your ideal week involves dissecting a flawed business case, reconstructing it with phased milestones and KPI safeguards, and delivering a memo that resets the executive conversation, this is your opportunity.
You won't oversee 30-person departments. You won't micromanage spend. You won't wait years to see impact. You'll drive strategy with velocity, discipline, and AI-augmented rigor, and your contributions will redirect ventures that are redefining industries.
Design and manage an AI-enabled financial infrastructure that powers high-stakes 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.