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Vermont

Sandy Bigglestone

Acting Commissioner

Northeast Zone

Directory

Sandy Bigglestone has been appointed as Acting Commissioner upon Kevin Gaffney’s retirement effective December 28, 2024. 

Sandy is the Deputy Commissioner of the Captive Insurance Division of the Vermont Department of Financial Regulation.  As the leader of the Division, she is responsible for the administration and regulation of captive insurance companies and risk retention groups. 

Having been with the Division since 1997, Sandy has a few decades of experience, and has had a successful career regulating captive insurance. She was appointed as Deputy Commissioner effective September 1, 2022, after serving as a principal staff member to her predecessor for 14 years. 

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 Â鶹´«Ã½.

In 2018, Sandy was a recipient of the Women to Watch Award presented by Business Insurance for her leadership, expertise, and accomplishments in the captive insurance industry. 

The 2024 Captive Review Power 50, which recognizes the most influential professionals in the global captive insurance industry, named Sandy at #1. 

Also in 2024, Sandy was nominated and selected as one of the top 50 female leaders in the captive industry by Captive International.

Office Information
Main

Vermont Department of Financial Regulation
89 Main Street
Montpelier, VT 05620-3101
United States

Primary Phone Number:

Primary Fax Number:

  • Department

    Category

    Contact

    Phone

    Email

  • Vermont

    Vacant
    Director of Policy

  • Vermont

    Karen Ducharme
    Insurance Examinations Director

    (802) 828-1959

  • Vermont

    Vacant

  • Vermont

    Sandy Bigglestone
    Deputy Commissioner of Captives

    (802) 828-4854

  • Vermont

    Mary Block
    Director of Insurance Regulation

    (802) 622-4146

  • Vermont

    Christine Brown
    Director of Captives

    (802) 863-3831

  • Vermont

    Sheila Grace
    General Counsel

    (802) 828-1425

  • Vermont

    Cheryl Lancaster
    Executive Assistant to the Commissioner

    (802) 828-2380

    Cheryl.Lancaster@vermont.gov

  • Vermont

    Dan Petterson
    Director of Captive Financial Examinations

    (802) 828-3304

  • Vermont

    Agent and Broker Licensing, Examinations and Fees

    Calley Rock
    Assistant Director of Producer Licensing

    (802) 828-2370

  • Vermont

    Annual Statements

    Lisa Messier
    Insurance Examiner

    (802) 828-4844

  • Vermont

    Consumer Complaints and Inquires

    Brenda Clark
    Consumer Complaints Administrator

    (802) 828-4886

  • Vermont

    Deposits

    Mike Pieciak
    State Treasurer

    (802) 828-2301

  • Vermont

    Fees - Company Licensing

    Paige Coolbeth
    Insurance Examiner

    (802) 828-2470

  • Vermont

    Fees - Rate and Form Filing Fees (Life & Health and Property & Casualty)

    Jessica Sherpa
    Rates and Forms Analyst

    (802) 828-2908

  • Vermont

    Insurance Rates and Forms - Life & Health

    Anna VanFleet
    Director of Rates and Forms - Life & Health

    (802) 828-4843

    anna.vanfleet@vermont.gov

  • Vermont

    Insurance Rates and Forms - Property & Casualty

    Rosemary Raszka
    Director of Rates and Forms - Property & Casualty

    (802) 828-1686

    rosemary.raszka@vermont.gov

  • Vermont

    InsurTech

    Emily Brown
    Deputy Commissioner of Insurance

    (802) 828-4871

    emily.brown@vermont.gov

  • Vermont

    Market Regulation

    Karla Nuissl
    Director of Market Regulation and Consumer Services

    (802) 828-2910

    karla.nuissl@vermont.gov

  • Vermont

    Media Relations/Public Information

    Victoria Hudson

    (802) 828-4872

  • Vermont

    Â鶹´«Ã½ Liaison

    Thomas Taylor
    Executive Assistant to the Deputy Commissioner of Insurance

    (802) 828-4842

  • Vermont

    Premium Tax

    Contact
    Department of Taxes

    (802) 828-2551

  • Vermont

    Receivership

    Emily Brown
    Deputy Commissioner of Insurance

    (802) 828-4871

    emily.brown@vermont.gov

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