Regional Financial Controller
$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

Regional Financial Controller   $400,000 USD/year

Description

Imagine leveraging your financial prowess to construct a dynamic system capable of driving a billion-dollar educational powerhouse without your constant oversight. At Trilogy, we're on a mission to transform education with cutting-edge schools, EdTech, and revolutionary curriculum models like 2 Hour Learning, and we need a visionary to lead our finance function into the future. This is your chance to create an AI-driven financial ecosystem that operates with unmatched efficiency and precision, eliminating the need for manual intervention.

This role is about innovation, not administration. You'll be at the forefront, utilizing tools like NetSuite and Ramp to craft smarter AI alternatives. From tuition payments to tax audits, every process will be seamless and virtually invisible. We seek someone who sees beyond optimization and dares to eliminate redundancy. If you believe in the power of AI to streamline finance, here's your opportunity to demonstrate it.

By joining us, you'll not only learn how we build billion-dollar enterprises but also set the blueprint for scaling them repeatedly. Are you ready to revolutionize finance? Apply now.

What you will be doing

  • Crafting AI-centric financial processes that remove manual steps in billing, reporting, compliance, and controls
  • Developing automations and leveraging LLM tools to replace error-prone manual tasks in NetSuite, Ramp, and other systems
  • Ensuring critical processes like tuition payments, ESA reimbursements, tax documentation, and audits operate smoothly at scale
  • Creating scalable, audit-ready financials and reporting systems across various educational business lines
  • Continuously evolving and redesigning financial frameworks to support billion-dollar business units without increasing headcount

What you will NOT be doing

  • Managing a large finance team — this role focuses on systems, not team management
  • Overseeing month-end close cycles or manually approving transactions
  • Accepting existing ERP workflows as satisfactory — you'll actively seek and eliminate inefficiencies
  • Delegating tedious tasks to junior staff — you'll lead by example
  • Working in a static environment — this is about rapid growth, not maintenance

Key responsibilities

Develop a fully autonomous, AI-powered financial system capable of managing multiple billion-dollar educational enterprises without manual intervention.

Candidate requirements

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

Nice to have

  • Understanding of K-12 education models in the U.S., including private, charter, and ESA programs
  • Experience in creating finance automation or AI-driven workflows from the ground up
  • Experience in finance operations within multi-entity, multi-jurisdiction businesses

Meet the hiring manager

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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

  • To lead a high-performing, fully-remote finance organization operating 24/7
  • To design scalable central finance systems capable of acquiring companies weekly and maintaining closeable books at any time
  • Problem-solving through deep analysis
  • To act swiftly, embrace risks, and learn from mistakes

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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