Trent Cooksley

Trent Cooksley is co-founder and COO of Cowbell Cyber. Cooksley is an insurance executive and three-time startup co-founder. He has held underwriting, operational, finance, and business development roles in all stages of insurance company growth. Cooksley built some of the first pay as you go insurance technology solutions for workers comp and has worked with many of the most dynamic insurtech companies and carriers as partner or investor. Prior to Cowbell, Cooksley was Head of Open Innovation for Markel Corporation and Managing Director of Markel Digital and Markel Insurtech Underwriters.