Angélina L. Debeaupuis
Anne E. Cramer
Jesse Crary concentrates his practice on captive insurance, commercial transactions, regulatory compliance, and general corporate matters. Through his extensive work representing and advising captive insurance companies, special purpose vehicles, and risk retention groups, he has developed strong relationships with insurance regulators and leading captive service providers.
Jesse is a specialist in developing and advising sponsored/protected cell captives and a leading attorney in the rapidly growing area of group medical stop-loss captives. He has extensive experience forming and providing ongoing corporate and regulatory counsel to single parent, group, agency, and sponsored/ protected cell captive insurance entities, as well as special purpose financial insurance vehicles, affiliated reinsurance companies, and risk retention groups.
- Vermont Bar
- U.S District Court for the District of Vermont
- District of Columbia Bar
- Vermont Law School, J.D. 2006
- University of Vermont, B.A. 1996
- Course Instructor, “Captive Board Governance”, International Center for Captive Insurance Education (ICCIE), 2022-Present
- Member, VCIA Legislative Committee
- Chair, VCIA Legislative Committee, 2020, 2024
- Member – Andrews Community Forest Committee, Richmond, VT
- Vermont Bar Association
- Vermont Captive Insurance Association Legislative Committee, Member and Committee Chairman (2020, 2024)
- International Center for Captive Insurance Education – Faculty Instructor – Captive Board Governance
- The Very Real Benefits of an In-Person Vermont Captive Board Meeting, Risk & Insurance Magazine, Contributor, December 2024
- The Key to Success in Captive Insurance? Look to Vermont’s Well-Honed Regulation Infrastructure, Contributor, Risk & Insurance Magazine, April 2021
- Presenter, “Medical Stop-Loss In Captives”; North Carolina Captive Insurance Association Conference 2019
- Presenter, “Preparing Employers for Stop-Loss Captive Programs”; SIIA Self-Insured Executive Forum 2019
- Presenter, “Association Health Plans and Captives”; Vermont Captive Insurance Association Conference 2019
- Presenter, “Secret Agent(cy) Man”; Vermont Captive Insurance Association Conference 2017
- Presenter, “Efficient Legal Structures for Group Medical Stop Loss Captives”; Captive Insurance Conference of America 2015
- Presenter, “Cell Captives: Uses and Best Practices;” Vermont Captive Insurance Association Conference 2015
- Best Lawyers in America, Insurance Law, 2024-Present
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