Chief Financial Officer, Trilogy (Remote) - $400,000 / year USD

Trilogy; Montreal; Remote; CAD 550,000; Full time

Job summary

A leading education technology firm is seeking a Chief Financial Officer to innovate financial systems and oversee operations. The ideal candidate will have over 10 years of leadership experience and a strong background in US GAAP. This full-time, remote role offers a competitive salary of $400,000 USD annually based on a commitment of 40 hours per week. The selected candidate will help transform educational finance by creating a cutting-edge AI-powered financial ecosystem.

Benefits

Competitive salary

Career growth opportunities

Innovative work environment

Qualifications

• 10+ years of progressive finance leadership experience.
• Proven track record in C-suite or senior finance positions.
• Mastery of US GAAP and financial statement integration.

Responsibilities

• Design and oversee an innovative AI-powered financial ecosystem.
• Craft strategic financial workflows that improve scalability.
• Drive financial operations across education ventures at scale.

Skills

Leadership

Financial Strategy

Communication

AI and Automation

Education

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

Tools

ERP systems

Job description

Overview

Chief Financial Officer, Trilogy (Remote) - $400,000 / year USD

Join to apply for the Chief Financial Officer, Trilogy (Remote) - $400,000 / year USD role at Trilogy

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

What you will be doing

Ready to revolutionize educational finance? Welcome to the intersection of AI innovation and financial leadership where traditional CFO playbooks get rewritten. At Trilogy, we\'re not just managing finances—we\'re architecting the future of educational funding. Our portfolio of groundbreaking K-12 schools and EdTech platforms demands a visionary who can build financial systems as innovative as our educational models. This role is for the builder, the innovator, the architect who sees beyond spreadsheets and headcounts. You\'ll be crafting an AI-powered financial ecosystem that scales effortlessly with our ambitious growth trajectory. Your canvas? The entire financial infrastructure supporting tomorrow\'s educational breakthroughs. Impact millions of students\' learning journeys by designing financial systems that make the impossible possible. This isn\'t about maintaining the status quo—it\'s about defining the next evolution in educational finance.

• Pioneer an AI-first financial architecture that sets new standards in educational business operations
• Craft strategic design decisions that transform complex financial workflows into elegant, scalable solutions
• Shape the future of finance operations through expert written guidance that elevates both AI systems and human teams
• Drive critical decisions in strategic planning sessions focused on growth, vendor partnerships, and compliance excellence
• Orchestrate seamless financial operations across tuition management, audits, and tax compliance at unprecedented scale

What You Won’t Be Doing

Let\'s be clear about what this role isn\'t :

• Overseeing a traditional, large-scale finance department
• Getting bogged down in routine monthly closing procedures or transaction approvals
• Settling for off-the-shelf ERP solutions
• Operating from the sidelines—you\'ll be hands-on in the transformation
• Managing steady-state operations—we\'re in high-growth, high-innovation mode

Chief Financial Officer Key Responsibilities

Design, implement, and oversee a cutting-edge AI-powered financial ecosystem that drives multiple education ventures to new heights, emphasizing efficiency, scalability, and zero redundancy.

Basic Requirements

The ideal architect of our financial future will bring :

• Professional certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
• A decade-plus trajectory of progressive finance leadership experience
• Proven track record in C-suite or senior finance positions with comprehensive financial oversight
• Mastery of US GAAP and financial statement integration
• Extensive ERP system expertise, particularly in complex organizational structures
• Substantial Big 4 audit experience (minimum 5 audits, either side of the table)
• Superior communication capabilities in English, ready for executive-level discourse
• Geographic alignment within UTC-8 to UTC+3 zones

Nice-to-have Requirements

Extra points for :

• Deep understanding of U.S. K-12 education landscape, including private, charter, and ESA programs
• Track record in developing AI-enhanced financial automation systems
• Proven success navigating multi-entity, cross-jurisdictional financial operations

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.

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.

Additional Role Details

Seniority level

• Executive

Employment type

• Full-time

Job function

• Accounting / Auditing, Business Development, and Finance

Industries

• Accounting, Financial Services, and IT Services and IT Consulting

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