Dave Roberts

Dave Roberts

Vice President, Chubb Group
Division President, Westchester

Dave Roberts is Vice President, Chubb Group and Division President, Westchester. He has executive operating responsibility for Chubb's wholesale excess and surplus (E&S) lines business in North America and oversees the delivery of Westchester's tailored specialty products for wholesale brokers.

Mr. Roberts has nearly 20 years of insurance industry experience. He was named to his current role in August 2026, having served as Chief Operating Officer of Westchester since 2025. He has spent more than a decade with Westchester, previously serving as Executive Vice President, Head of Digital and Middle Market, and holding senior leadership positions overseeing the division's Small Business products and business development, underwriting operations, and profitability performance.

Mr. Roberts received his Bachelor of Science degree in Management from Penn State University.