Controller

About Us

Williamsburg Learning (WL) is a dynamic and growing for-profit online school that operates across multiple revenue channels. Our organization includes a wholly owned virtual school, a private school, and an educational services division serving external partners. We are mission-driven, growth-oriented, and committed to delivering high-quality education through innovative, student-centered models. About The Position We are seeking an experienced and proactive Controller to lead the financial operations of our multi-entity organization. This role is central to ensuring the financial integrity and efficiency of our business. The ideal candidate will bring strong technical expertise, a strategic mindset, and a deep understanding of cash management, forecasting, and compliance—along with the ability to operate effectively within the EOS (Entrepreneurial Operating System) framework.

Key Responsibilities

• Financial Operations & Oversight
• Manage and coordinate with a third-party accounting team to ensure accurate, timely monthly and year-end close processes across all entities
• Supervise daily financial operations, including general ledger, accounts payable/receivable, and payroll
• Ensure effective internal controls and compliance with GAAP and all applicable regulations
• Cash & Forecasting Management
• Monitor and manage cash flow across multiple revenue channels and entities
• Develop and maintain rolling financial forecast,s including P&L, cash flow, and scenario modeling to support strategic decision-making
• Oversee budgeting processes in collaboration with functional leaders
• Banking & External Relationships
• Maintain strong relationships with banking partners and oversee treasury and banking operations
• Coordinate and support annual financial audits, working closely with external auditors
• Manage and maintain the financial relationship with LAU (Leadership Academy of Utah)
• Coordinate with third-party accounting firm for tax return preparation
• Compliance & ESA Oversight
• Lead the Education Savings Account (ESA) funding and compliance processes to ensure timely access to and use of funds in accordance with applicable rules
• Manage the financial compliance process for BOCES (Board of Cooperative Educational Services)
• Payroll Administration
• Oversee payroll processes in collaboration with HR and external providers, ensuring accuracy and compliance with all tax and labor laws
• Leadership & EOS Integration
• Management/Oversight of a small finance team – including outsourced accounting team, accounting manager, billing accountant, and accounting clerk
• Operate within the EOS (Traction) framework, participating in Level 10 meetings, owning key financial scorecard metrics, and driving progress on quarterly rocks
• Help build and maintain a culture of accountability and transparency throughout the organization

Qualifications

• Bachelor’s degree in Accounting, Finance, or a related field (CPA or MBA preferred)
• 7+ years of progressive experience in accounting and financial management, ideally in education, services, or high-growth environments
• Demonstrated experience managing external accounting teams and overseeing financial operations for multi-entity organizations
• Strong understanding of GAAP, financial controls, and compliance
• Expertise in budgeting, cash flow management, and financial forecasting
• Excellent interpersonal and communication skills, with the ability to collaborate cross-functionally

Preffered Skills

• Familiarity with ESA funding programs and regulatory compliance
• Experience in online, private, or K-12 education environments
• Proficiency with accounting software and reporting platforms (e.g., QuickBooks, NetSuite, or similar)
• Working knowledge of Traction / EOS (Entrepreneurial Operating System), including experience with L10 meetings, scorecards, and rocks

Compensation

And Schedule

• Compensation: $100,000 - $120,000 annual salary, depending on experience and qualifications
• Start date: ASAP
• Schedule: 40 hours per week, Monday through Friday. Specifically, this includes: Completing 75% or more of your work during regular business hours (9:00 AM to 5:00 PM MT)
• Participating in 2-3 weekly online team meetings, with additional meetings as needed
• Attending day-long, department-wide online quarterly meetings held four times per year

What We Offer

• Paid time off (PTO)
• Paid health benefits
• 401k with up to 4% company match
• Growth opportunities for a go-getter who wants to increase their level of responsibility and compensation over time

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