- To lead a fully-remote, 24/7 finance organization of high-performing finance professionals
- To design advanced central finance systems so scalable that we can acquire one company every week and have the books in a closeable state at any point in time
- To resolve problems by deep-diving
- To move fast, take risks and learn from failures
Description
You’ve mastered finance at scale. You’ve led audits, wrestled with ERPs, and turned chaos into compliance. Now imagine using that expertise to build a finance system so powerful, it can run — and grow — a billion-dollar education empire without you.
This is not your average finance gig. At Trilogy, we’re revolutionizing education through a portfolio of schools, EdTech, and breakthrough curriculum models like 2 Hour Learning — and we need an operator who can match that pace of innovation. You’ll lead the charge in turning our finance function into an AI-powered engine of automation, scale, and surgical precision.
This role is about designing a system, not managing a team. You’ll work hands-on inside tools like NetSuite and Ramp — and you’ll identify ways to augment or replace them with smarter, leaner AI solutions. Tuition payments, ESA reimbursements, tax documentation, audits — you’ll ensure every process is airtight and invisible. We’re not looking for someone to “optimize workflows.” We’re looking for someone who deletes them. If you believe most finance teams are bloated by default, and that AI is the antidote, this is your opportunity to prove it.
You won’t just learn how we build $1B businesses — you’ll codify the blueprint. And then scale it, again and again.
Ready to engineer the future of finance? Apply today.
What you will be doing
- Designing AI-first financial processes that eliminate manual touchpoints across billing, reporting, compliance, and controls
- Building automations and using LLM tools to replace error-prone human tasks in NetSuite, Ramp, and other finance systems
- Ensuring mission-critical processes like tuition and ESA payments, tax documentation, and audits run seamlessly and at scale
- Creating audit-ready financials and reporting flows that can scale across multiple education business lines
- Continuously iterating and re-architecting finance infrastructure to support $1B+ business units without adding headcount
What you will NOT be doing
- Managing a large team of finance staff — this role is about systems, not people
- Babysitting month-end close cycles or manually approving transactions
- Accepting existing ERP workflows as “good enough” — you’ll hunt for waste and kill it
- Delegating the “dirty work” to junior staff — you lead by doing
- Operating in a steady-state environment — this is rapid scale, not maintenance mode
Key responsibilities
Build a fully autonomous, AI-native finance system capable of powering multiple billion-dollar education ventures with zero manual intervention.
Candidate requirements
- CPA, ACA, ACCA, CIMA, CFA, or MBA
- Experience in a finance or accounting role at a $100M+ business
- Either: 5+ years as an auditor at a top 10 global firm, or audited 5+ times by one
- Professional experience with enterprise ERP systems (e.g. NetSuite, SAP)
- Experience using generative AI tools (e.g. ChatGPT, Claude, Gemini) in a professional capacity
- Must be located within UTC-8 to UTC+3 time zones
Nice to have
- Familiarity with K-12 education models in the U.S. (private, charter, ESA programs)
- Experience building finance automation or AI-driven workflows from scratch
- Previous exposure to finance operations in multi-entity, multi-jurisdiction businesses
Meet the hiring manager
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How it works
Applying for a role? Here’s what to expect.
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.
STEP 1
Pass Cognitive Aptitude Test.
STEP 2
Pass English Proficiency Test.
STEP 3
Prove Real-World Job & AI Skills.
STEP 4
Ace An Interview Or Two.
STEP 5
Accept Job Offer.
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Why Crossover
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
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.
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