Director of Finance - Controller

🚀 Now Hiring: Director of Finance– Risk Retention Group, Captive Insurance Company & MGA | Build from the Ground Up!

Are you a hands-on finance leader ready to roll up your sleeves and make a real impact? Do you thrive in a dynamic environment where you can shape financial strategy while actively managing books? If so, we want to hear from you!

📌 About the Role

We are seeking a Director of Finance to join our growing team as we establish a new Risk Retention Group (RRG) within our captive insurance company and managing general agency (MGA). This is a highly visible role with direct influence over financial operations, reporting, and compliance. The ideal candidate will bring deep expertise in statutory accounting principles and Generally Accepted Accounting Principles (GAAP), and can balance strategic leadership with hands-on accounting work.

This position has lots of flexibility and we're open to relocation, hybrid or remote!

🔎 What You’ll Do

✅ Lead and oversee all financial activities, including general ledger management, financial reporting, budgeting, and forecasting.

✅ Prepare and file statutory financial statements, regulatory filings and tax reports.

✅ Manage relationships with credit card service providers, banks, investment funds and other financial service providers, including performance monitoring and improvement recommendations.

✅ Establish internal controls and ensure financial integrity as we scale our RRG from the ground up.

✅ Perform revenue and expense accruals, accounting and reconciliations.

✅ Participate in special projects as needed to support the broader goals of the finance and accounting department.

✅ Be hands-on—this isn’t just a leadership role, but a position for someone eager to be in the details of accounting work.

⚡ What We’re Looking For

✔️ 5+ years of experience in progressive accounting/finance, preferably in captive insurance, risk retention groups, or property & casualty insurance.

✔️ 2+ years of reinsurance accounting experience.

✔️ Extensive experience with statutory accounting principles, taxation and audit procedures.

✔️ Experience preparing statutory filings and working with insurance regulators.

✔️ A self-starter who thrives in a fast-paced, build-it-from-scratch environment.

✔️ CPA, CMA, or equivalent designation preferred.

💡 Why Join Us?

🌟 Be a key player in launching a new RRG—your work will shape the financial foundation of this new venture.

📈 Leadership with impact—report directly to the CEO and influence strategic decisions.

💰 Competitive compensation & benefits in a role with room for growth.

🚀 Fast-paced, entrepreneurial culture where innovation is encouraged.

Ready to make your mark? Apply today and help us build something great!