Regional Financial Controller,

Elite Financial Architects Only: Design the System That Powers Education's Future

You've mastered traditional finance leadership. Now engineer something that matters. At Trilogy, we're building revolutionary education businesses that require equally revolutionary financial infrastructure. This isn't about maintaining systems—it's about architecting them.

As Regional Financial Controller, you'll create the AI-native financial backbone that powers multiple high-growth education ventures. You'll replace bloated teams with elegant systems. Your financial architecture will directly impact how millions of students experience learning worldwide.

This role demands technical excellence, system-level thinking, and the ability to build financial infrastructure that scales exponentially without linear headcount growth. If you're ready to transform education finance through intelligent design, we're ready for you.

What You Will Be Doing

• Architect and implement an AI-first finance system that eliminates complexity while supporting rapid business growth
• Author decisive design documents that crystallize and scale critical finance workflows
• Deliver precise written feedback on Deep Dives and Improvement Plans that elevates both human and AI performance
• Drive high-impact decisions in strategic meetings focused on budgets, expansion initiatives, vendor negotiations, and compliance requirements
• Ensure flawless execution of core finance operations—tuition management, audits, tax filings—at scale with minimal overhead

What You Won't Be Doing

• Managing traditional finance hierarchies or large departmental headcounts
• Performing routine monthly close procedures or transaction approvals that should be automated
• Implementing standard ERP configurations without significant optimization
• Directing work without executing it—this role demands hands-on system building
• Operating within stable, predictable parameters—our environment demands rapid innovation and scaling

Regional Financial Controller Key Responsibilities
Design, implement, and operate a lean, AI-powered financial infrastructure that enables multiple education businesses to scale exponentially while maintaining complete financial integrity and compliance.

Basic Requirements

• Professional finance qualification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
• 10+ years in progressive finance leadership positions with demonstrable expansion of scope and responsibility
• Proven experience in senior finance leadership (SVP, CFO, or equivalent) with comprehensive ownership of all finance functions
• Expert-level command of US GAAP and integrated financial statement preparation
• Extensive experience optimizing and operating complex ERP systems in multi-entity organizations
• Track record of managing 5+ external audits with Big 4 firms, either as auditor or client
• Superior written and verbal English communication skills capable of influencing executive decision-making
• Location within UTC-8 to UTC+3 time zones

Nice-to-have Requirements

• Knowledge of U.S. K-12 education models and their financial structures (private, charter, ESA programs)
• Experience developing finance automation systems or AI-enhanced workflows from the ground up
• Demonstrated success managing finance operations across multiple entities and jurisdictions

About Trilogy
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 for more details on this topic.

Crossover Job Code: LJ-3652-PK-Northern-RegionalFinanc.014