Gentry also won the Kentucky Oaks and the Beldame Stakes with Lalun in 1955. In 1964, he sent out the two-year-old Umbrella Fella to win four races including the Breeders' Futurity Stakes
Gentry's accomplishments include winning prominent events like the Kentucky Oaks and Beldame Stakes with Lalun in 1955. He also showcased his skills by sending a young horse, Umbrella Fella, to secure victories in four races, including the Breeders' Futurity Stakes