who is the oldest jockey to win the kentucky derby
Bill Shoemaker Two of Shoemaker's most noted rides were in the Kentucky Derby. He lost the 1957 Kentucky Derby aboard Gallant Man, when he stood up in the stirrups too soon, having misjudged the finish line, where Gallant Man finished second to Iron Liege, ridden by Bill Hartack. At the 1986 Kentucky Derby, Shoemaker became the oldest jockey ever to win the race (at age 54) aboard the 18-1 outsider Ferdinand. The following year, he rode Ferdinand to a victory over Alysheba in the Breeders' Cup Classic; Ferdinand later captured Horse of the Year honors.
Big Brown Big Brown (foaled April 10, 2005 in Kentucky) is a retired American hero Thoroughbred racehorse best known for winning the 2008 Kentucky Derby and 2008 Preakness Stakes. He suffered his only defeat in the Belmont Stakes, and was later named the champion three-year-old colt of 2008.