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

Ready to revolutionize education finance rather than just manage it? At Trilogy, we're not looking for a traditional CFO who thrives on headcount and routine. We need a visionary system architect who can build the financial backbone for our ambitious education ventures.

Our portfolio spans groundbreaking K-12 schools and innovative EdTech platforms—each pushing educational boundaries in their own right. The success of these ventures hinges on a finance function that's precise, expandable, and intelligent. That's your domain.

This role transcends strategy—it's about creating and owning systems. You'll engineer an AI-powered financial infrastructure that eliminates the need for bloated teams. From tuition management to regulatory compliance, you'll drive efficiency through thoughtful decision documentation and systematic simplification.

You'll collaborate directly with our leadership team on expansion initiatives, budget planning, vendor negotiations, and compliance requirements. Your financial architecture will underpin revolutionary educational models and impact learning experiences for millions of students worldwide.

Join us to build the financial foundation for the future of education.

What You Will Be Doing

• Architect and implement a cutting-edge, AI-driven financial ecosystem supporting our rapidly expanding education enterprises
• Craft strategic Design Decisions that streamline and enhance critical financial processes
• Provide expert written feedback on Deep Dives and Improvement Plans to refine reasoning and develop both AI systems and human talent
• Engage in strategic discussions covering budgetary planning, market expansion, vendor partnerships, and regulatory alignment
• Orchestrate seamless large-scale financial operations across tuition collection, audit processes, and tax compliance
  
  

What You Won’t Be Doing

• Overseeing a conventional, hierarchical finance department
• Micromanaging monthly closing procedures or routine transaction approvals
• Settling for standard ERP solutions without optimization
• Pushing essential tasks downward—this position exemplifies hands-on leadership
• Operating within a predictable, unchanging environment—we're in rapid development and expansion mode
  
  

Chief Financial Officer Key Responsibilities

Design, implement, and manage a streamlined, AI-enhanced financial infrastructure that fuels multiple education ventures' growth trajectories—eliminating inefficiency while maximizing scalability.

Basic Requirements

• Professional financial certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
• Minimum 10 years in progressive finance leadership positions (Finance Manager, Controller, CFO, or comparable roles) with demonstrable advancement and scope expansion
• Proven track record in executive finance leadership (SVP, CFO, or equivalent) with comprehensive oversight of all finance functions
• Expert knowledge of US GAAP and comprehensive financial reporting
• Substantial experience implementing and enhancing ERP platforms (NetSuite, SAP, etc.), preferably in complex organizations with multiple entities
• Successfully managed or participated in at least 5 external audits with Big 4 accounting firms, either as client or auditor
• Superior written and verbal communication skills in English, capable of effective executive-level interaction
• Based within UTC-8 to UTC+3 time zones
  
  

Nice-to-have Requirements

• Knowledge of U.S. K-12 education frameworks (private institutions, charter schools, ESA programs)
• Track record of developing finance automation systems or AI-integrated workflows from the ground up
• Background in 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-Mississa-ChiefFinancial.028