Darryl Siry

EVP, CTO
SiriusPoint
Darryl is Chief Technology Officer at SiriusPoint. Darryl joined SiriusPoint in May 2021 to lead the Company’s technology integration and develop an efficient and scalable operating platform across the global business. Darryl is also responsible for the development of the MGA operating platform which supports SiriusPoint’s strategic partnerships, and for maximizing the value of SiriusPoint’s insurtech partnerships and investments. Darryl serves as a Board Member for a number of companies in the SiriusPoint strategic partnerships portfolio, within the Company’s Insurance & Services segment. These include Avinew, LuckyTruck and Broker Buddha. Darryl joined SiriusPoint from ProSight Specialty Insurance Group, a specialty insurance company, where he served as Chief Technology and Operations Officer. At ProSight, he was responsible for leveraging technology and operations to drive the efficiency and effectiveness of the ProSight Operating platform. As President of ProSightDirect, he launched an Insurtech platform that provided small business professionals with a simple insurance buying experience and a fully online end-to-end servicing platform. Prior to ProSight, Darryl ran Marketing, Sales, and Communications during the early growth stage at Tesla when the Roadster was launched. Prior to Tesla, Darryl held various executive roles at Fireman’s Fund / Allianz and started his career as a consultant at Mercer Management Consulting.