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You didn't refine your expertise in private equity, investment banking, or Big 4 M&A advisory to spend your days policing spreadsheets and rubber-stamping presentation decks.
Your role is to design, challenge, and drive forward—transforming ambiguous strategy into resilient execution frameworks, not multi-year projections that gather dust. You've honed the discipline of financial modeling in high-pressure environments. Now you're ready to deploy that expertise where it directly influences live operating strategies, not just deal books. This is that opportunity.
Trilogy seeks a finance strategist with operational instincts and transactional precision: someone who excels in uncertainty, takes ownership of results, and uses AI as an integrated thinking tool. You'll collaborate closely with founders and senior leaders to define the trajectory of SaaS and education ventures, constructing the financial infrastructure and decision frameworks that enable intelligent scaling without excess.
If your ideal workweek involves dissecting a flawed strategic plan, reconstructing it with phased milestones and rigorous KPI controls, and delivering a memo that commands executive attention, this role is designed for you.
You will not be overseeing large teams. You will not be enforcing budgets. You will not be waiting years to see results. You'll be influencing strategy with velocity, discipline, and AI-augmented precision—and your contributions will alter the course of ventures reshaping entire markets.
Design and operate an AI-enabled financial infrastructure that informs high-impact investment choices, sustainable growth, and operational precision across rapidly scaling 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.