Orla Gregory

Orla Maura Gregory is currently a Director at Inter-Ocean Reinsurance Holdings Co. Ltd., Inter-Ocean Holdings Ltd., Rosemont Reinsurance Ltd., StarStone Insurance Bermuda Ltd., Electricity Producers Insurance Company (Bermuda) Ltd., Kenmare Holdings Ltd., Atrium Underwriting Group Ltd., Pavonia Life Insurance Co. of Michigan, Enstar Ltd., Fitzwilliam Insurance Ltd., Goshawk Holdings (Bermuda) Ltd., Inter-Ocean Reinsurance (Ireland) Ltd., Pavonia Life Insurance Co. of Delaware, Enstar Insurance Management Services Ireland Ltd., Laguna Life DAC, Mongard Ltd., Chatsworth Ltd., Enstar Investment Management Ltd., Bayshore Holdings Ltd., Cavello Bay Reinsurance Ltd., East Point Reinsurance Company of Hong Kong Ltd., Guillamene Holdings Ltd., North Bay Holdings Ltd., StarStone Specialty Holdings Ltd., and Copper Coast Funds ICAV.
Ms. Gregory's former positions include being a Director at Goshawk Insurance Holdings Ltd., Pavonia Life Insurance Co. of Arizona, StarStone Insurance Holdings Ltd., and Pavonia Life Insurance Company of New York.
She was also the President & Director at Enstar Group Ltd. from 2023 to 2024.
Prior to that, she worked as an Investment Accountant at Ernst & Young (Bermuda) from 1999 to 2001, and as a Financial Controller at Irish European Reinsurance Co. Ltd. in 2003.
She also served as a Financial Accountant at QBE Insurance & Reinsurance (Europe) Ltd. from 1993 to 1998.