Jockey Willie Shoemaker rode Ferdinand in the 1986 Derby.
Oliver Lewis
The 1981 Derby winner was Pleasant Colony ridden by Jorge Velasquez.
Diane Crump rode Fathom in the 1970 Kentucky Derby
Oliver Lewis [1856 - 1924] was the first African American jockey to ride in the Kentucky Derby. In fact, he rode the blood-red chestnut Aristides in the very first Derby. On that afternoon of May 17, 1875, horse and jockey rode to victory.
Jockey Linus McAtee rode 'Whiskery' to victory in the 1927 Kentucky Derby.
Jockey Kent Desormeaux rode 'Real Quiet' to win the 1998 Kentucky Derby.
Diane Crump in 1970 rode Fathom
Jockey Eugene James rode 'Burgoo King' to victory in 1932.
There was no Kentucky Derby in 1832. Its first run was in 1875.
Jockey Gary Stevens rode 'Thunder Gulch' to win the 1995 Kentucky Derby.
AP McCoy is our generations most famous jockey disputably. This season he rode 4,000 winners (Primarily in JP McManus' silks) with his 4,000th being on a horse called Mountain Tunes. He won the National in 2010 on Don't Push It. :)