The Controller will oversee financial operations, manage cash flow, ensure compliance, and lead a finance team in a multi-entity organization.
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).
- Utah Resident
- 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
Top Skills
NetSuite
Quickbooks
Similar Jobs
Edtech • Kids + Family • Sales • Social Impact • Software
The Controller manages all accounting operations, ensures financial accuracy, leads audits, develops policies, and provides financial insights to foster growth.
Top Skills:
GaapNetSuite
Healthtech • Insurance • Mobile • Other
The Controller leads accounting functions, financial reporting, audit prep, and treasury operations, ensuring compliance and collaborating with FP&A. The role requires strategic finance involvement and process implementation during company growth.
eCommerce • Analytics
The Financial Controller manages accounting operations, oversees financial reporting, budgeting, and compliance, and leads a team to ensure accuracy in financial practices.
Top Skills:
ExcelNetSuiteWorkday
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories