Sandy Bigglestone, CPA, CFE, CPM, APIR Director of Captive Insurance
Captive Insurance Division

State of Vermont
Department of Financial Regulation—Captive Division
89 Main Street
Montpelier, VT 05620-0501

Phone: 802-828-4854
Fax: 802-828-3460

As Director of Captive Insurance, Sandy manages Vermont’s captive regulatory operations, licensing and monitoring the financial condition of captive insurers domiciled in Vermont.  

With 23 years of experience, Sandy serves as a principal staff member to the Deputy Commissioner of Captive Insurance. 

Sandy is a Certified Public Accountant, Certified Financial Examiner, a Certified Public Manager with the State of Vermont, and earned an Associate Professional in Insurance Regulation designation from the National Association of Insurance Commissioners.  

Sandy is the Chair of the NAIC Risk Retention Group Task Force. 

In 2018, Sandy was a recipient of the Women to Watch Award for her leadership, expertise, and accomplishments in the captive insurance industry.  Presented by Business Insurance, Sandy is the first Vermonter and only insurance regulator to have received this prestigious award. 

The 2020 Captive Review Power 50, which recognizes the most influential professionals in the global captive insurance industry, named Sandy at #17.   

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