Division CFO
$400,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Fully-remote
Any country
full-time (40 hrs/week)
Long-term role

Division CFO   $400,000 USD/year

Description

You've conquered the complexities of large-scale finance, navigated audits with finesse, and transformed chaos into seamless compliance. Now, envision leveraging that expertise to architect an unparalleled financial system capable of propelling a billion-dollar education powerhouse forward, all without needing your constant oversight.

This isn't your typical finance role. At Trilogy, we're at the forefront of educational innovation, weaving together a tapestry of schools, cutting-edge EdTech, and pioneering curriculum models like 2 Hour Learning. We're seeking a dynamic leader who can keep pace with our rapid evolution, transforming our finance operations into a precision-driven, AI-fueled powerhouse.

This position focuses on creating systems, not managing teams. You'll dive deep into platforms like NetSuite and Ramp, identifying opportunities to enhance or replace them with leaner, smarter AI solutions. From tuition payments to tax documentation, every process will be crafted to be both robust and seamless. We're not interested in merely optimizing workflows; we want someone who can eliminate them altogether. If you believe that traditional finance teams are inherently bloated and that AI holds the key to streamlining, this is your chance to demonstrate it.

You'll not only learn the art of constructing billion-dollar enterprises but also document and scale the blueprint for success repeatedly.

Are you ready to revolutionize the future of finance? Apply now.

What you will be doing

  • Crafting AI-driven financial processes that eradicate manual interventions in billing, reporting, compliance, and controls
  • Developing automations and utilizing LLM tools to replace human error-prone tasks in platforms like NetSuite and Ramp
  • Ensuring seamless execution of critical processes such as tuition payments, ESA reimbursements, tax documentation, and audits at scale
  • Establishing audit-ready financials and reporting systems that can be scaled across diverse educational business lines
  • Constantly refining and re-engineering financial infrastructure to support billion-dollar business units without increasing headcount

What you will NOT be doing

  • Overseeing a large team of finance personnel — this role is centered on systems, not staff
  • Micromanaging month-end close cycles or manually approving transactions
  • Settling for existing ERP workflows as adequate — you'll seek out inefficiencies and eradicate them
  • Delegating challenging tasks to junior staff — you'll lead by example
  • Functioning in a stable, unchanging environment — this is about rapid growth, not maintenance

Key responsibilities

Develop a fully autonomous, AI-integrated finance system capable of supporting multiple billion-dollar educational ventures with zero manual intervention.

Candidate requirements

  • CPA, ACA, ACCA, CIMA, CFA, or MBA qualification
  • Experience in a finance or accounting position within a $100M+ organization
  • At least 5 years as an auditor at a top 10 global firm or equivalent experience being audited by one
  • Proficiency with enterprise ERP systems like NetSuite or SAP
  • Experience with generative AI tools (e.g., ChatGPT, Claude, Gemini) in a professional setting
  • Residing within UTC-8 to UTC+3 time zones

Nice to have

  • Understanding of U.S. K-12 education models (private, charter, ESA programs)
  • Experience in creating finance automation or AI-driven workflows from the ground up
  • Familiarity with finance operations in multi-entity, multi-jurisdiction environments

Meet the hiring manager

Watch Video
Watch Video

Meet a successful candidate

Steve Graham
Steve  |  SVP of Finance
United States  

When he applied for a role on Crossover, Steve was looking to apply his broad CRO experience in a dynamic environment. In previous companies...

Read Steve's Story

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Pass Cognitive Aptitude Test.
STEP 1

Pass Cognitive Aptitude Test.

Pass English Proficiency Test.
STEP 2

Pass English Proficiency Test.

Prove Real-World Job & AI Skills.
STEP 3

Prove Real-World Job & AI Skills.

Ace An Interview Or Two.
STEP 4

Ace An Interview Or Two.

Accept Job Offer.
STEP 5

Accept Job Offer.

Frequently asked questions

About the role

About Crossover

What you will learn

  • How to lead a fully-remote, 24/7 finance organization comprised of top-tier finance professionals
  • To design robust central finance systems scalable enough to accommodate weekly company acquisitions while maintaining closeable financial states
  • Problem-solving through in-depth analysis
  • How to act swiftly, embrace risks, and learn from setbacks

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

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