Director of Claims

Rebecca L. Gregg is a seasoned insurance executive with nearly 20 years of experience in commercial insurance claims. She has successfully developed and led comprehensive Third-Party Administrator (TPA) claims programs, overseeing operations across commercial auto, property, cargo, inland marine, municipality, professional liability, and other lines of coverage. Her career reflects deep expertise in the trucking and transportation sector while also spanning a broad range of commercial property and casualty exposures.

Known for her collaborative leadership style, clear communication, and dedication to client success, Rebecca brings both technical claims expertise and a strong service mindset to every engagement.

An active member of the Trucking Industry Defense Association (TIDA), Rebecca has served on its Young Professionals and Emerging Leaders Committees, demonstrating her commitment to advancing the industry and supporting the next generation of claims professionals.

Rebecca is passionate about building trusted relationships and believes the best outcomes come from true partnership. She views the TPA–client relationship as a collaboration where both sides work toward the same goal: the client’s success. She and her teams take the time to understand each client’s unique business needs, ensuring claims strategies are tailored, effective, and aligned with long-term objectives.