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Born in Lexington, Kentucky, the American heartland for Thoroughbredhorse breeding, Bert Mulholland began his career in racing as an exercise rider for his uncle, W. C. "Farmer Bill" Scully.
In 1923 Bert Mulholland became a foreman for the George D. Widener Jr. racing stable. He eventually became Jack Joyner's assistant trainer and in 1933 was made head trainer, a position in which he had considerable success. Racing primarily at tracks on the East Coast of the United States, among his successes he won the 1962 Belmont Stakes, the third leg of the U.S. Triple Crown series, and through 2018 he holds the record for most wins in the prestigious Travers Stakes with five.