 With his victory in the July 5, 2008 Bashford Manor Stakes, he became the thirty-fourth jockey in North American Thoroughbred racing history to win 4,500 races.May 2, 2009, saw Borel win the Kentucky Derby on Mine That Bird, a 50–1 long shot, a day after winning the Kentucky Oaks aboard favorite Rachel Alexandra.It was only the second time since 1993 that a jockey has won the Oaks-Derby combo, and he was just the seventh jockey overall to accomplish this feat in the same year.