Chief Financial Officer, Trilogy (Remote) - $400,000/year USD
Trilogy
Date: 2 weeks ago
City: Remote
Contract type: Full time
Remote

Ready to revolutionize financial operations through the power of AI? Welcome to the future of educational finance, where your expertise will help build an autonomous financial ecosystem capable of powering a billion-dollar education revolution.
At Trilogy, we're not just looking for a traditional CFO – we're seeking a visionary architect who can transform our financial infrastructure into an AI-powered masterpiece. This isn't about managing spreadsheets; it's about creating a financial nervous system so intelligent and automated that it practically runs itself.
If you're the kind of financial leader who sees most traditional finance departments as unnecessarily complex and believes in the transformative power of AI to streamline operations, you're exactly who we're looking for. This role is your chance to prove that a billion-dollar operation can run with minimal human intervention through the power of intelligent automation.
Join us in crafting the blueprint for the future of educational finance, where efficiency meets innovation, and scale meets simplicity.
What You Will Be Doing
Your core mission: Create and implement a revolutionary AI-powered finance system capable of autonomously managing multiple billion-dollar educational ventures with minimal human oversight.
Basic Requirements
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-SA-Riyadh-ChiefFinancial.004
At Trilogy, we're not just looking for a traditional CFO – we're seeking a visionary architect who can transform our financial infrastructure into an AI-powered masterpiece. This isn't about managing spreadsheets; it's about creating a financial nervous system so intelligent and automated that it practically runs itself.
If you're the kind of financial leader who sees most traditional finance departments as unnecessarily complex and believes in the transformative power of AI to streamline operations, you're exactly who we're looking for. This role is your chance to prove that a billion-dollar operation can run with minimal human intervention through the power of intelligent automation.
Join us in crafting the blueprint for the future of educational finance, where efficiency meets innovation, and scale meets simplicity.
What You Will Be Doing
- Spearhead the development of cutting-edge AI-driven financial systems that eliminate human error and manual intervention
- Transform traditional ERP workflows into streamlined, automated processes using advanced LLM tools and custom automation
- Architect a bulletproof financial infrastructure handling everything from tuition processing to compliance with surgical precision
- Design and implement self-maintaining reporting systems that scale effortlessly across our educational ecosystem
- Pioneer innovative solutions that enable exponential growth without the traditional overhead of expanding finance teams
- Overseeing a traditional finance department – we're building systems, not expanding headcount
- Getting bogged down in routine monthly closing procedures or transaction approvals
- Maintaining status quo processes – your mission is to eliminate inefficiencies
- Managing from the sidelines – you'll be in the trenches, leading by example
- Working in a static environment – we're all about rapid innovation and scaling
Your core mission: Create and implement a revolutionary AI-powered finance system capable of autonomously managing multiple billion-dollar educational ventures with minimal human oversight.
Basic Requirements
- Professional financial certification (CPA, ACA, ACCA, CIMA, CFA, or MBA)
- Proven track record in financial leadership at $100M+ organizations
- Substantial audit experience: either 5+ years at a top 10 firm or equivalent experience being audited
- Deep expertise with enterprise-level ERP platforms (NetSuite, SAP, etc.)
- Demonstrated success in leveraging AI tools (ChatGPT, Claude, Gemini) for business applications
- Geographic location within UTC-8 to UTC+3 time zones
- Understanding of U.S. K-12 education landscape, including private, charter, and ESA programs
- Track record of successfully implementing finance automation or AI solutions
- Experience navigating financial operations across multiple entities and jurisdictions
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-SA-Riyadh-ChiefFinancial.004
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