Clayton Matthews is Director of Strategic Claims Advocacy at Oakbridge Insurance, where he leads the firm's enterprise claims advocacy strategy through the +One model, an approach designed to ensure every client has access to meaningful claims advocacy while matching the right level of expertise to each claim.
With more than 26 years of property and casualty insurance claims experience, Clayton has built his career helping organizations and people manage risk and navigate complex claims. His expertise spans personal lines, commercial property, casualty, executive risk, large-loss management, agency E&O, and claims operations.
Recognized as one of the industry's leading claims professionals, Clayton was named a Risk & Insurance® All-Star and Claim Director of the Year, was recognized by Property Casualty 360 for their Insurance Luminaries Class of 2025 and was selected as one of Insurance Business America's Top Directors of Claims Management. He has also served as an invited participant in ISO policy language discussions, contributing industry insight on emerging coverage issues and policy development.
In addition to leading complex claims, Clayton is passionate about modernizing claims advocacy within the brokerage community. He regularly develops operational frameworks, claims governance models, training programs, and technology-driven workflows that improve consistency, accountability, and client experience. His work focuses on transforming claims advocacy from a reactive service into a strategic differentiator for brokers and their clients.
Clayton is a frequent speaker and contributor on claims strategy, insurance operations, and emerging industry trends, with a particular interest in process innovation to improve the client experience while preserving the deep human relationships that define exceptional service.
