Jeffrey K. Simpson

Jeffrey K. Simpson is a Wilmington lawyer at Womble Bond Dickinson whose practice focuses on captive insurance companies. He assists clients with formation, regulation, governance, and other issues across the lifecycle of a captive. His work combines legal advice with practical business considerations for captive managers, business owners, financial institutions, and organizations using alternative risk structures. He also draws on prior experience as a captive manager and in business-side financial institution roles.

Jeff earned a J.D. from Villanova University School of Law in 1997 and an A.B. from Brown University in 1987. His education supports a practice involving insurance regulation, business structures, contracts, governance, and risk-management arrangements. Combined with industry experience, that background helps him evaluate legal and operational questions affecting captive insurance programs, reinsurance relationships, special-purpose structures, and the ongoing administration of alternative risk vehicles.

Jeff has served as outside general counsel for a captive manager with operations in multiple domiciles and hundreds of captives under management. His representative work includes resolving regulatory issues, re-domesticating captive portfolios, designing risk distribution pooling vehicles, structuring group cell captive arrangements, developing group captive series LLC structures, transitioning a nonprofit from a group captive to a pure captive, and negotiating reinsurance agreements for a trucking-industry group captive.

Jeffrey K. Simpson is active in captive insurance industry organizations and works closely with regulators and industry participants. He is a founder and former director of the Delaware Captive Insurance Association, a director of the Self-Insurance Institute of America, and a faculty member with the International Center for Captive Insurance Education. His practice is defined by captive insurance, business counseling, regulatory understanding, and experience developing practical structures for organizations managing risk.

Law Office Affiliations

• Partner, Womble Bond Dickinson
• Member, Delaware State Bar Association
• Member, State Bar of Nevada
• Member, American Bar Association
• Former Director, Founder, Past Chair of Legislative Committee, Delaware Captive Insurance Association
• Director and Faculty Member, International Center for Captive Insurance Education
• Member, Self-Insurance Institute of America, Inc.
• Member, Captive Insurance Companies Association
• Member, North Carolina Captive Insurance Association
• Member, Tennessee Captive Insurance Association

Licensed State

• Delaware
• Nevada

Education

• Villanova University School of Law
  Juris Doctor (JD)
• Brown University
  Artium Baccalaureus (AB)

Awards & Badges