Your experience in PE, IB, or Big 4 M&A wasn't meant for budget maintenance and slide approvals.
You're built to design, challenge, and drive forward — converting ambiguous strategy into airtight execution roadmaps, not multi-year projections that collect dust. Financial modeling under constraints is second nature to you. Now you're ready to apply that mastery where it directly influences operational blueprints, not merely deal documentation. This role delivers exactly that.
Trilogy seeks a finance architect with operational instincts and transactional precision: a professional who excels amid uncertainty, takes ownership of results, and harnesses AI as an extension of thinking. You'll collaborate closely with founders and senior leaders to define the trajectory of SaaS and education businesses, constructing the financial infrastructure and capital allocation models that enable intelligent scaling, not indiscriminate expansion.
If your perfect week involves dissecting a flawed strategic plan, reconstructing it with staged checkpoints and metric-based controls, and delivering analysis that compels executive recalibration, this is your opportunity.
You won't oversee 30-person departments. You won't enforce budget compliance. You won't wait years for measurable influence. You'll drive strategic direction with velocity, discipline, and AI-augmented accuracy, and your contributions will alter the course of ventures reshaping industries.
Design and operate an AI-enhanced financial infrastructure that supports critical investment choices, sustainable expansion, and operational precision across rapidly growing SaaS and education enterprises.
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.