Regional Financial Controller, Trilogy (Remote) - $400,000 / year USD

Trilogy; Toronto; Remote; USD 400,000; Full time

Job summary

An innovative educational technology firm is seeking a Regional Financial Controller to architect financial infrastructures that support educational transformations. The role involves pioneering AI-powered financial systems and engaging in strategic budgeting discussions. Ideal candidates will have over 10 years of experience in finance leadership and possess professional financial certifications. This is a full-time remote position with a compensation of $400,000 annually.

Qualifications

• 10+ years in progressive finance leadership positions.
• Senior-level finance experience with oversight of all finance functions.
• Track record of managing 5+ external audits with Big 4 firms.

Responsibilities

• Design and optimize an AI-enhanced financial ecosystem.
• Provide expert feedback on financial processes.
• Engage in strategic discussions around budgeting and compliance.

Skills

Expert knowledge of US GAAP

Written and verbal communication

Managing external audits

Education

Professional financial certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)

Tools

ERP platforms (NetSuite, SAP)

Job description

Regional Financial Controller, Trilogy (Remote) - $400,000 / year USD

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Regional Financial Controller, Trilogy (Remote) - $400,000 / year USD

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This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

200.00 / hr - $200.00 / hr

Ready to revolutionize finance in education? Forget traditional controller roles—this is about architecting the future.

At Trilogy, we're not just disrupting education through innovative K-12 schools and EdTech platforms; we're reinventing how finance powers educational transformation. As our Regional Financial Controller, you'll be the mastermind behind lean, AI-driven financial infrastructure that scales exponentially without the bloat of large teams.

This role transcends number-crunching. You'll own the financial backbone of educational innovation—from tuition systems to compliance frameworks—by crafting elegant solutions, eliminating unnecessary complexity, and building systems that scale intelligently.

Working shoulder-to-shoulder with senior leadership, you'll shape expansion strategies, optimize resource allocation, and ensure financial compliance across our portfolio. Your financial architecture will directly impact how millions of students experience learning tomorrow.

Ready to build the financial foundation for education's future? Join us and make every number count.

What You Will Be Doing

• Pioneering AI-powered financial systems that fuel our rapidly expanding education ventures
• Crafting strategic Design Decisions that transform complex financial processes into streamlined, scalable workflows
• Providing expert written feedback on Deep Dives and Improvement Plans that elevates both human and AI performance
• Engaging in strategic discussions around budget planning, market expansion, vendor partnerships, and regulatory compliance
• Orchestrating seamless financial operations—from tuition management to tax filings—that function flawlessly at scale

What You Won’t Be Doing

• Overseeing a conventional finance department with layers of staff
• Getting bogged down in routine month-end closings or transaction approvals
• Settling for off-the-shelf ERP solutions without optimization
• Pushing essential tasks downward—you'll be hands-on in building solutions
• Operating within a predictable, slow-moving environment—we're in rapid innovation mode

Regional Financial Controller Key Responsibilities

Design, implement, and continuously optimize a cutting-edge, AI-enhanced financial ecosystem that empowers multiple high-growth education businesses with maximum efficiency and unlimited scalability.

Basic Requirements

• Professional financial certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
• Proven track record with 10+ years in progressive finance leadership positions (Finance Manager, Controller, CFO, or equivalent)
• Senior-level finance experience (SVP, CFO, or comparable) with comprehensive oversight of all finance functions
• Expert knowledge of US GAAP and integrated financial reporting
• Substantial experience implementing and enhancing ERP platforms (NetSuite, SAP, etc.) in complex multi-entity environments
• Track record of managing 5+ external audits with Big 4 firms, from either client or auditor perspective
• Superior written and verbal communication skills in English, capable of effective executive-level interactions
• Based 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)
• Hands-on experience developing finance automation systems or AI-integrated workflows
• Background in managing financial 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 www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code : LJ-3652-CA-Toronto-RegionalFinanc1.017

Seniority level

Seniority level

Executive

Employment type

Employment type

Full-time

Job function

Job function

Accounting / Auditing, Business Development, and Finance

Industries

Accounting, Financial Services, and Retail

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