Overview
Chief Financial Officer, Trilogy (Remote) - $400,000/year USD
This is a full-time, remote CFO role for Trilogy, driving an AI-powered financial ecosystem to support rapid growth in educational initiatives and EdTech platforms.
What You’ll Be Doing
* 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
* 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
* 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
* 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. Trilogy has been known for relentlessly seeking top talent, innovating new technology, and incubating new businesses. We focus on simple customer-facing designs and a cloud-based stack. Trilogy is a place to grow your career and work with great people.
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. For details, visit www.crossover.com/help-and-faqs.
Crossover Job Code: LJ-3652-GB-Sheffiel-ChiefFinancial.019
Job 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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