Stuart P. Winston, Executive Vice President and Chief Underwriting Officer
Stuart P. Winston has served as our Executive Vice President and Chief Underwriting Officer since October 2025. Mr. Winston joined the Company in 2010 and has served in roles of increasing responsibility before being promoted to Senior Vice President, Underwriting in 2022. Prior to joining the Company, he held various underwriting positions at James River Insurance Company. Mr. Winston earned his B.A. in Managerial Economics from Hampden-Sydney College and Associate in Reinsurance (ARe) and Chartered Property Casualty Underwriter (CPCU) designations from The Institutes.