Sandy Bigglestone, deputy commissioner of the captive insurance division the Vermont Department of Financial Regulation (DFR), is retiring from her position as of Jan. 1, 2026.
Bigglestone’s career in state government began in 1997. As deputy commissioner, she led the administration and regulation of Vermont’s captive insurance companies and risk retention groups—an industry that has become a cornerstone of Vermont’s financial sector. Bigglestone helped solidify Vermont’s position as an international domicile for captive insurance.
An announcement regarding transition plans and interim leadership will be released in the coming weeks.
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