SRS Appoints Sandy Bigglestone as Managing Director/Chief Governance, Regulatory, & Compliance Officer

December 2, 2025

Concord, MA, December 2, 2025 - Strategic Risk Solutions (SRS), the world’s largest independent insurance company manager, is proud to announce the appointment of Sandy Bigglestone as Managing Director/Chief Governance, Regulatory, & Compliance Officer (CGRCO). Beginning in January 2026, in this role, Sandy will provide firmwide leadership and guidance to ensure the firm’s clients have best in class governance procedures in place and are in compliance with various regulations that impact captive owners in various jurisdictions. She will also be closely involved in the recently announced specialized initiative - SRS Titanium - in delivering innovative captive insurance management and consulting solutions for Fortune 500 and other global and complex organizations where governance and regulatory compliance is an increasingly important issue for owners.

Based in Vermont, Sandy brings a storied reputation to SRS, having most recently served as the former Deputy Commissioner of the Captive Insurance Division at the Vermont Department of Financial Regulation. Over her 29-year career at the state level, she has been a key contributor, along with many others, in establishing Vermont as the gold standard for captive insurance regulation in the US. She has also been actively involved with National Association of Insurance Commissioner (NAIC) and other industry bodies in promoting appropriate regulation of captives and other insurance entities. 

At SRS, Sandy will leverage her regulatory and compliance expertise to manage increasing demands being placed on captive owners from various governmental agencies.

“I have watched Sandy blossom in her role in Vermont and have admired not only her technical knowledge but her grace in leadership.  She will be a great fit at SRS, and our colleagues and clients will enjoy working with Sandy,“ said Brady Young, Founder and CEO of SRS.

“I have known Sandy for over 20 years and have always admired her professionalism and commitment to quality,” said Robert Gagliardi, CEO of SRS Titanium. “I look forward to collaborating with her to deliver exceptional value to SRS clients.”

Sandy’s global influence is reflected in her consistent inclusion in the Captive Review Power 50 list since 2016, ranking #1 in both 2024 and 2025. 

“I’ve known Brady, Bob, Patrick [Theriault], and many others at SRS for years,” said Ms. Bigglestone. “I’m delighted to join SRS and look forward to the opportunity to work with them. It is my hope that my experience in the regulatory space combined with SRS’ commitment to innovation in the captive industry will yield great results for the company’s clients in the US and beyond.”

About Strategic Risk Solutions 
SRS is the world’s largest independent insurance company manager. With over 25 years of experience, SRS provides management and consulting services to various insurance company entities, from single-parent captives to complex commercial insurers and reinsurers. SRS has operations in the United States, Canada, Europe, Barbados, Bermuda, the Cayman Islands, Latin America, and South Africa. For more information on SRS, please visit www.strategicrisks.com

About SRS Titanium
SRS Titanium is a newly launched strategic initiative by SRS, designed to expand the company’s reach among Global Fortune 500 and other global and complex organizations. The initiative will leverage the current skills of SRS global staff with a number of strategic hires who have significant experience and relevant knowledge to support SRS’s growing portfolio of global and complex organizations.

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