Director of Strategic Finance, 2 Hour Learning (Remote) - $200,000/year USD jobs in United States
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Crossover · 4 days ago

Director of Strategic Finance, 2 Hour Learning (Remote) - $200,000/year USD

Crossover is redefining financial planning and analysis (FP&A) within the education sector through its subsidiary, 2 Hour Learning. The Director of Strategic Finance will manage an AI-enhanced finance infrastructure, delivering real-time financial models and dashboards to support rapid decision-making in a dynamic school network.

Information Technology & Services

Responsibilities

Develop and sustain integrated 3-statement financial models for each school and business vertical, linking enrollment trends, headcount planning, and capital expenditures into unified projections
Maintain rolling 12–18 month forecasts with weekly refreshes, incorporating current data and stress-testing optimistic and pessimistic scenarios
Produce executive dashboards powered by live data feeds, surfacing the most impactful levers and supporting daily, informed decision-making
Leverage AI tools to expedite financial analysis, identify outliers, monitor variance trends, and reduce manual spreadsheet dependencies throughout finance workflows
Draft concise financial memos summarizing risk exposure, strategic alternatives, and budgetary trade-offs at board-presentation quality, delivered within 72 hours

Qualification

Integrated 3-statement modelsFinancial forecastingAI tools usageInvestor-grade analysisCPA/CFA/MBA certificationERP experienceBoard-level reportingSoft skills

Required

Willing to work at least 3 hours of daily overlap with US business hours (08:00 - 17:00 US EST / UTC-5)
5+ years in investment banking, private equity, Big 4 corp finance/M&A (not audit), or high-growth FP&A
Proven experience building integrated 3-statement models tied to U.S. GAAP
Comfortable delivering investor-grade analysis and recommendations under tight deadlines
Experience using AI tools (e.g., ChatGPT, Copilot, Claude) to accelerate financial analysis, document generation, and data processing

Preferred

CPA/CFA/MBA certification
ERP experience in NetSuite, Oracle, or SAP
Familiarity with multi-site education, facilities, or ops-heavy industries
Experience with board-level reporting or investor-facing materials
Experience building AI-automated dashboards or low-code finance tools
Exposure to high-end service environments with exacting financial standards

Company

Crossover

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Crossover is a global recruitment company, founded in 2014.

Funding

Current Stage
Late Stage

Leadership Team

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Brad Weinert
COO
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Company data provided by crunchbase