Global Finance Director, Trilogy (Remote) - $400,000/year USD
Trilogy
Date: 12 hours ago
City: Cape Town, Western Cape
Contract type: Full time
Remote
You’ve outgrown traditional finance roles. You’re not here to push paper, manage headcount, or close books on time. You’re here to architect the system, then use it to scale something that matters.
Trilogy is building multiple breakthrough education businesses, from K-12 schools to EdTech platforms. Every model pushes boundaries. None of it works without a finance function that’s surgical, scalable, and smart. That’s where you come in.
This isn’t a strategy role. It’s a system ownership role. You’ll design the lean, AI-native infrastructure that makes large teams unnecessary. You’ll own tuition flows, audits, tax filings, and you’ll do it by writing decision docs, killing complexity, and scaling the system itself.
You’ll work directly with senior operators to support expansion plans, budget cycles, vendor deals, and compliance filings. Your thinking will shape the infrastructure behind bold new school models—and your decisions will ripple across how millions of students experience learning.
Apply now to architect the infrastructure behind education’s next big leap.
What You Will Be Doing
Architect and operate a lean, AI-native finance system that powers multiple high-growth education businesses, with zero bloat and maximum scale.
Basic Requirements
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-3652-ZA-CapeTown-GlobalFinanceD.006
Trilogy is building multiple breakthrough education businesses, from K-12 schools to EdTech platforms. Every model pushes boundaries. None of it works without a finance function that’s surgical, scalable, and smart. That’s where you come in.
This isn’t a strategy role. It’s a system ownership role. You’ll design the lean, AI-native infrastructure that makes large teams unnecessary. You’ll own tuition flows, audits, tax filings, and you’ll do it by writing decision docs, killing complexity, and scaling the system itself.
You’ll work directly with senior operators to support expansion plans, budget cycles, vendor deals, and compliance filings. Your thinking will shape the infrastructure behind bold new school models—and your decisions will ripple across how millions of students experience learning.
Apply now to architect the infrastructure behind education’s next big leap.
What You Will Be Doing
- Designing and maintaining an AI-first finance system that supports fast-growing education businesses
- Writing Important Design Decisions that simplify and scale key finance workflows
- Reviewing Deep Dive and Improvement Plans with written coaching that sharpens logic and trains AI and humans
- Participating in high-leverage meetings on budgets, expansion, vendors, and compliance
- Ensuring finance operations—tuition, audits, tax—run seamlessly at scale
- Managing a large team of finance staff
- Babysitting monthly close cycles or manually approving transactions
- Accepting default ERP workflows as “good enough”
- Delegating “dirty work”—this role leads by doing
- Working in a slow, stable environment—this is rapid build-and-scale mode
Architect and operate a lean, AI-native finance system that powers multiple high-growth education businesses, with zero bloat and maximum scale.
Basic Requirements
- CPA, ACA, ACCA, CIMA, CFA, or MBA
- 10+ years in finance leadership roles such as Finance Manager, Controller, CFO, or equivalent, with demonstrated scope and progression
- Experience in a senior finance leadership role (SVP, CFO, or equivalent) with full ownership of all core finance functions
- Strong command of US GAAP and integrated financial statements
- Deep experience operating and improving ERP systems (NetSuite, SAP, etc.), ideally in complex, multi-entity organizations
- Led or conducted 5+ external audits with a Big 4 firm, either as the auditor or client
- Excellent written and verbal English communication skills, with the ability to engage senior leadership directly
- Located within UTC-8 to UTC+3 time zones
- 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
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $200 USD/hour, which equates to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-3652-ZA-CapeTown-GlobalFinanceD.006
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