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
Notable achievements by Gentry include winning the Kentucky Oaks and the Beldame Stakes with Lalun in 1955. Two years later, in 1964, he successfully placed a two-year-old horse named Umbrella Fella to win four races, including the prestigious Breeders' Futurity Stakes