Your expertise in private equity, investment banking, or Big 4 M&A wasn't meant for mundane budget oversight and endless PowerPoint reviews.
You're destined to design, challenge, and propel forward — transforming chaotic strategic visions into rock-solid execution blueprints, not forgotten five-year projections. You've perfected financial modeling under intense deadlines. Now you're ready to apply that expertise where it directly influences operational strategies, not just theoretical investment proposals. This opportunity delivers exactly that.
Trilogy seeks a financial strategist with operational intuition and deal-closing precision: someone who excels in uncertainty, takes ownership of results, and harnesses AI as an extension of their analytical mind. You'll collaborate directly with company founders and senior leadership to define the trajectory of SaaS and educational technology enterprises, creating the financial infrastructure and investment strategies that enable intelligent scaling without unnecessary complexity.
If your perfect workweek involves dissecting a flawed business strategy, reconstructing it with phased objectives and performance metrics, and delivering insights that command executive attention, this role is your match.
You won't be overseeing massive departments. You won't be enforcing budget compliance. You won't be waiting years to see meaningful impact. You'll be crafting strategy with velocity, analytical rigor, and AI-powered accuracy, directly influencing ventures that are reshaping entire industries.
Design and manage an AI-enhanced financial ecosystem that supports critical investment choices, sustainable expansion, and strategic transparency across rapidly growing SaaS and educational technology companies.
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.