Robey W. Estes, Jr. graduated from the College of William & Mary in 1974 with a degree in Accounting. After graduation, Mr. Estes began his career at Estes, working in various progressive positions over the years. He began as a salesman in the Richmond area in 1975 and is currently President & CEO of the company. Mr. Estes is active in the community and trucking industry, serving on various boards – Southern Motor Carriers, American Trucking Association, Needles Eye Ministries, Science Museum of Virginia and National Association of Christian Recovery. He is a former board member of Richmond Goodwill and Virginia State Chamber of Commerce as well as past Chairman for the Board of Deacons of Bon Air Baptist Church. Mr. Estes is married to Jean Berger Estes. They have two children Carrie, 41, UNC graduate; and Webb, 37, William & Mary graduate. Both are active in the company. He enjoys softball, bridge, spending time with his grandchildren and talking transportation.

Estes is the largest, privately-owned freight shipping company in North America, providing reliable shipping solutions for ninety years and building a robust transportation network, a reputation for dependability, and an award-winning safety record. As an asset-based freight transportation and custom logistics solutions provider, Estes manages a fleet of more than 7,000 tractors and 30,000 trailers, as well as a network of 260+ terminals.