Jesse D. Crary

Jesse D. Crary


Please send your comments or questions to Jesse D. Crary, Shareholder / Vice President, by filling out the form below, faxing (802) 864-0328 or calling:

(802) 864-0880 x1223

Shareholder / Vice President
Burlington VT, Washington DC

Posts by Jesse D. Crary

Primmer Attorneys Named 'Best' in America for Forty Consecutive Years

Since 1983, Primmer attorneys have been recognized…

Primmer Piper Eggleston & Cramer Makes an Impact on Free Speech

Recently, the United States Agency for International…

Primmer Piper Eggleston & Cramer Named as Best Place to Work 2023

Primmer Piper Eggleston & Cramer PC is thrilled…

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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 Law School, J.D. 2006
  • University of Vermont, B.A. 1996

Professional Affiliations

  • Vermont Bar Association
  • Vermont Captive Insurance Association Finance Committee – 2020 Committee Chairman
  • International Center for Captive Insurance Education – Faculty Instructor - Captive Board Governance

Admitted to Practice

  • Vermont Bar
  • U.S District Court for the District of Vermont
  • District of Columbia Bar

Pro Bono & Volunteer Work

  • Member - Andrews Community Forest Committee, Richmond, VT

Speaking Engagements

  • 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

Publications / Presentations