Regional Financial Controller, Trilogy (Remote) - $400,000 / year USD
Join to apply for the Regional Financial Controller, Trilogy (Remote) - $400,000 / year USD role at Trilogy.
This role demands a financial strategist who thinks in systems, not headcount. You'll create the AI-native architecture that handles complex financial operations with minimal human intervention. Your decisions will directly impact how millions of students experience learning while setting new standards for what a modern finance function can achieve.
What You Will Be Doing
- Architect and implement an AI-first finance system that eliminates inefficiencies while supporting rapid growth across multiple education businesses.
- Author definitive Important Design Decisions that codify and scale critical finance workflows, creating leverage beyond traditional team structures.
- Deliver precision written feedback on Deep Dives and Improvement Plans that simultaneously trains both AI systems and human operators.
- Drive high-impact decisions in strategic meetings focused on budgets, market expansion, vendor negotiations, and regulatory compliance.
- Ensure flawless execution of mission-critical finance operations—from tuition management to audits to tax filings—at institutional scale.
What You Won’t Be Doing
- Building and managing traditional finance hierarchies—we scale through systems, not headcount.
- Spending hours on routine monthly closes or transaction approvals that should be automated.
- Implementing off-the-shelf ERP solutions without substantial customization and optimization.
- Creating work for others—this role demands hands-on leadership and direct system ownership.
- Maintaining status quo operations—our environment demands continuous innovation and rapid scaling.
Regional Financial Controller Key Responsibilities
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 progressive finance leadership roles (Finance Manager, Controller, CFO, or equivalent) with demonstrated scope expansion
- Senior finance leadership experience (SVP, CFO, or equivalent) with comprehensive ownership across all core finance functions
- Exceptional command of US GAAP and integrated financial statements
- Extensive experience optimizing ERP systems (NetSuite, SAP, etc.) in complex, multi-entity organizations
- Direct experience with 5+ external audits conducted by Big 4 firms, either leading as a client or conducting as auditor
- Superior written and verbal English communication skills, capable of direct executive-level engagement
- Location within UTC-8 to UTC+3 time zones
Nice-to-have Requirements
- Knowledge of K-12 education models in the U.S. (private, charter, ESA programs)
- Proven track record building finance automation or AI-driven workflows from first principles
- 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.
This is a full-time (40 hours per week), long-term position, immediately available. The role is contracted through Crossover as a Contractor of Record, paying $200 USD/hour, totaling approximately $400,000 USD/year, paid weekly. Please consult for more details.
Apply now if you are interested in learning more. We look forward to connecting!
Job Details
- Seniority level: Executive
- Employment type: Full-time
- Job function: Accounting / Auditing, Business Development, Finance
- Industries: Accounting, Financial Services, Retail
Referrals increase your chances of interviewing at Trilogy by 2x.