OverviewGroup Finance Director, Trilogy (Remote) - $400,000/year USDWhat You Will Be DoingDesigning and maintaining an AI-first finance system that supports fast-growing education businessesWriting Important Design Decisions that simplify and scale key finance workflowsReviewing Deep Dive and Improvement Plans with written coaching that sharpens logic and trains AI and humansParticipating in high-leverage meetings on budgets, expansion, vendors, and complianceEnsuring finance operations—tuition, audits, tax—run seamlessly at scaleWhat You Won’t Be DoingManaging a large team of finance staffBabysitting monthly close cycles or manually approving transactionsAccepting default ERP workflows as 'good enough'Delegating 'dirty work'—this role leads by doingWorking in a slow, stable environment—this is rapid build-and-scale modeGroup Finance Director Key ResponsibilitiesArchitect and operate a lean, AI-native finance system that powers multiple high-growth education businesses, with zero bloat and maximum scale.Basic RequirementsCPA, ACA, ACCA, CIMA, CFA, or MBA10+ years in finance leadership roles such as Finance Manager, Controller, CFO, or equivalentExperience in a senior finance leadership role (SVP, CFO, or equivalent) with full ownership of all core finance functionsStrong command of US GAAP and integrated financial statementsDeep experience operating and improving ERP systems (NetSuite, SAP, etc.), ideally in complex, multi-entity organizationsLed or conducted 5+ external audits with a Big 4 firmExcellent written and verbal English communication skills, with the ability to engage senior leadership directlyLocated within UTC-8 to UTC+3 time zonesNice-to-have RequirementsFamiliarity with K-12 education models in the U.S. (private, charter, ESA programs)Experience building finance automation or AI-driven workflows from scratchPrevious exposure to finance operations in multi-entity, multi-jurisdiction businessesAbout TrilogyHundreds of software businesses run on the Trilogy Business Platform. Trilogy is known for pursuing top talent, innovating new technology, and incubating new businesses, with a focus on simple customer-facing designs and scalable cloud-based stacks.Working with usThis 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.
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