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Vice President of Financial Planning & Analysis, 2 Hour Learning (Remote) - $200,000/year USD

Crossover
Chicago, IL Remote Full Time
POSTED ON 1/13/2026 CLOSED ON 4/6/2026

What are the responsibilities and job description for the Vice President of Financial Planning & Analysis, 2 Hour Learning (Remote) - $200,000/year USD position at Crossover?

This is not traditional FP&A. This is financial operations built for those who execute.

At 2 Hour Learning, you won't spend time reporting on outdated budgets or relying on BI teams. You'll design the models, dashboards, and controls that provide operators and executives with the clarity required to make confident decisions—every day. Your contributions fuel everything from school expansions to strategic shifts, and they must be swift, precise, and reliable.

You'll be responsible for a live, AI-enhanced finance infrastructure. This includes integrated P&L models for every school and vertical, rolling 12–18 month forecasts that remain within 72 hours of current reality, and dashboards that identify the two or three levers that truly drive outcomes. You'll construct all of this using Klair, Syft, and Retool—without requiring engineering resources.

If you want your models to shape execution rather than simply document it, this is your opportunity. You won't observe from the periphery. You'll operate at the core of how we advance.

What You Will Be Doing

  • Design and maintain dynamic 3-statement models for every school and vertical — connecting enrollment, staffing, and CapEx into a unified forecast.
  • Refresh rolling 12–18 month forecasts weekly with the most current data and perform scenario testing for upside/downside exposure.
  • Produce executive dashboards powered by live data — isolating critical levers and supporting daily, confident decision-making.
  • Leverage AI and automation to identify anomalies, monitor variances, and remove spreadsheet inefficiencies throughout finance operations.
  • Draft concise memos that outline financial risk, strategic alternatives, and budget impacts — at board-ready quality, delivered within 72 hours.

What You Won’t Be Doing

  • Running a sluggish budget cycle — your forecasts adapt to the business in real time.
  • Enforcing cost center compliance or tracking down receipts — you'll concentrate on clarity and control, not administrative overhead.
  • Depending on BI teams — you create the tools, dashboards, and models independently.
  • Getting lost in irrelevant details — your role is to surface the few insights that alter the course.
  • Generating reports that go unread — your output influences decisions within days.

Vice President Of Financial Planning & Analysis Key Responsibilities

Provide continuously updated financial models, forecasts, and dashboards that enable daily decisions and strategic clarity across a rapidly expanding network of schools.

Basic Requirements

  • Bachelor's in Accounting, Finance, Economics, or Math (CPA/CFA/MBA is a plus)
  • U.S.-based and authorized to work without sponsorship
  • Willing to travel ~25% to campuses across the U.S.
  • 3–6 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
  • Daily user of AI/automation tools (e.g., GPT, Klair, Syft, Retool, NetSuite automations)

Nice-to-have Requirements

  • 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
  • Track record of building AI-automated dashboards or low-code finance tools
  • Exposure to high-end service environments with exacting financial standards

About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.

With students consistently ranking in the top 1-2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter.

They offer a dynamic, on-campus and remote-friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system.

2 Hour Learning is reprogramming learning for the AI era.

Here’s How They’re Fixing It.

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 $100 USD/hour, which equates to $200,000 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-5680-US-Chicago-VicePresidento.003

Salary : $200,000

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