| Answer | Crossword Clue |
|---|---|
| ARCARO | 5-time Kentucky Derby winning jockey |
| ARCARO | Five-time Kentucky Derby winning jockey |
| ARCARO | Five-time Kentucky Derby-winning jockey |
| SANDE | Three-time Derby-winning jockey |
| ARCARO | Citation's jockey, Kentucky Derby, 1948. |
| SHOEMAKER | Oldest jockey to win the Kentucky Derby |
| BOREL | Jockey Calvin who won the Kentucky Derby in 2007, 2009 and 2010 |
