| Date | Grid | Clue | Author | Editor |
|---|---|---|---|---|
| Sat, Apr 28, 2012 | 48D | Hall-of-Fame jockey Earl | Gary J. Whitehead | Shortz |
| Sat, May 01, 2010 | 6D | Earl ___, 1930 Triple Crown-winning jockey | Paula Gamache | Shortz |
| Fri, Feb 06, 2004 | 29A | Hall of Fame jockey Earl | Joe DiPietro | Shortz |
| Sat, Apr 13, 2002 | 22A | Jockey great Earl ___ | Sherry O. Blackard | Shortz |
| Sun, Jun 27, 1999 | 78A | 1930 Triple Crown jockey | Robert Malinow | Shortz |
| Fri, Jun 06, 1997 | 7D | Horse racing Hall-of-Famer Earl | Gerald R. Ferguson | Shortz |