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

Trilogy


Date: 11 hours ago
City: Toronto, Ontario
Contract type: Full time
Remote
Are you ready to revolutionize the financial landscape of education? Bring your extensive experience in finance to create a cutting-edge system that drives growth for a billion-dollar education network. At Trilogy, we’re not just managing finances; we’re transforming them into an AI-powered powerhouse.

This role isn't about overseeing a team; it's about innovating systems. Dive deep into tools like NetSuite and Ramp, and craft AI solutions that streamline every financial process. If you believe in the power of AI to trim the excess and enhance efficiency, this is your stage to demonstrate your prowess.

Join us and not only learn how to scale businesses to $1B, but also lay down the blueprint for future success. Are you prepared to shape the future of finance? Apply now.

What You Will Be Doing

  • Crafting AI-driven financial processes to eliminate manual interventions in billing, reporting, compliance, and controls.
  • Developing automations and utilizing LLM tools to replace error-prone tasks in finance systems like NetSuite and Ramp.
  • Guaranteeing seamless execution and scalability of crucial processes such as tuition payments, ESA reimbursements, tax documentation, and audits.
  • Establishing scalable, audit-ready financials and reporting frameworks across diverse educational business lines.
  • Continuously redesigning finance infrastructure to support $1B+ business units without increasing headcount.

What You Won’t Be Doing

  • Managing a large team of finance personnel — this role emphasizes system creation over people management.
  • Overseeing month-end close cycles or manually approving transactions.
  • Settling for existing ERP workflows — instead, you'll identify inefficiencies and eliminate them.
  • Delegating routine tasks to junior staff — leadership through direct involvement is key.
  • Working in a static environment — expect rapid growth, not maintenance.

Regional Financial Controller Key Responsibilities

Develop a fully autonomous finance system powered by AI, capable of supporting multiple billion-dollar educational enterprises without manual intervention.

Basic Requirements

  • Possession of CPA, ACA, ACCA, CIMA, CFA, or MBA.
  • Experience in a finance or accounting role within a $100M+ organization.
  • Minimum 5 years as an auditor at a top 10 global firm, or equivalent auditing experience.
  • Professional expertise with enterprise ERP systems like NetSuite or SAP.
  • Experience with generative AI tools such as ChatGPT, Claude, or Gemini.
  • Must reside within UTC-8 to UTC+3 time zones.

Nice-to-have Requirements

  • Knowledge of K-12 education models in the U.S., including private, charter, and ESA programs.
  • Experience in building finance automations or AI-driven workflows from the ground up.
  • Familiarity with finance operations in multi-entity, multi-jurisdiction businesses.

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-RegionalFinanc1.013

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