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

Imagine transforming your elite financial expertise into an AI-powered system so sophisticated it could autonomously drive a billion-dollar education enterprise. No manual interventions. No bloated teams. Just elegant, intelligent financial architecture.

At Trilogy, we're not just disrupting education through our portfolio of schools and breakthrough curriculum models—we're reinventing how education businesses operate at scale. We need a financial visionary who can match our innovation velocity with equally revolutionary financial systems.

This isn't about managing spreadsheets or supervising staff. It's about engineering NetSuite, Ramp, and emerging AI technologies into a seamless financial ecosystem that handles everything from tuition payments to tax documentation with surgical precision. You won't be optimizing existing processes—you'll be eliminating them entirely, replacing human touchpoints with intelligent automation.

You've conquered the traditional finance world. Now build the blueprint that will power multiple billion-dollar ventures without adding a single headcount. The future of finance is lean, intelligent, and autonomous. And you're going to architect it.

Are you ready to redefine what's possible in financial operations? Let's revolutionize together.

What You Will Be Doing

• Architecting next-generation financial infrastructure with AI at its core, eliminating manual processes across all financial functions
• Leveraging cutting-edge LLM technologies to create intelligent automations that replace error-prone human tasks within NetSuite, Ramp, and other financial platforms
• Developing frictionless systems for mission-critical operations including tuition collection, ESA reimbursements, tax documentation, and audit preparation
• Designing scalable financial reporting frameworks that maintain perfect compliance while supporting multiple education business verticals
• Continuously evolving our financial architecture to support exponential growth without corresponding headcount increases
  
  

What You Won’t Be Doing

• Overseeing large finance teams—your focus is building systems that eliminate the need for them
• Spending precious hours on routine month-end close procedures or transaction approvals
• Accepting industry-standard ERP limitations—you'll identify inefficiencies and engineer them out of existence
• Pushing tedious work downstream—you're hands-on and solution-oriented
• Maintaining status quo processes—we're scaling rapidly and need revolutionary thinking
  
  

Chief Financial Officer Key Responsibilities

Create a self-sustaining, AI-powered financial ecosystem capable of autonomously supporting multiple billion-dollar education ventures with zero human intervention requirements.

Basic Requirements

• Professional financial certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
• Proven financial leadership experience within organizations exceeding $100M in revenue
• Either extensive experience (5+ years) as an auditor at a top 10 global firm, or have successfully navigated at least 5 audits from the client side
• Demonstrated proficiency with enterprise-grade ERP systems, particularly NetSuite or SAP
• Practical experience implementing generative AI tools (ChatGPT, Claude, Gemini, etc.) in professional financial contexts
• Geographic location within UTC-8 to UTC+3 time zones
  
  

Nice-to-have Requirements

• Insight into U.S. K-12 education models including private schools, charter systems, and Education Savings Account (ESA) programs
• Track record of developing finance automation solutions or AI-enhanced workflows from concept to implementation
• Background 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-IN-Chennai-ChiefFinancial.006