| PIGGOTT | Which jockey has won a record nine Epsom Derbies? (7) |
| SAG | ___ Award (trophy that Julia Louis-Dreyfus has won a record nine times): Abbr. |
| LESTER | English jockey who had a record nine Epsom Derby victories, _ Piggott (6) |
| STEPHEN | ___ Gibbons, won a record 9 weekly Drennan Awards, 2024-25 (7) |
| ALDER | The growth in local derbies? (5) |
| DETTORI | Which jockey won all seven of his races on September 28, 1996? (7) |
| ASCOT | English racecourse at which jockey Frankie Dettori managed to win all seven races of a meeting |
| METHENY | Pat _, US jazz guitarist who has won a Grammy in 10 categories (7) |
| OAKLEAF | And 23 US military decoration of bronze or silver awarded to anyone who has won a given medal before (3,4,7) |
| EVERTON | Team Liverpool FC plays in its derbies (7) |
| LACEUPS | Fastened with strings under vamps, balmorals, brogues, Chelsea boots, Derbies, Oxfords or other tie-ons in which one hoofs it, perambulates, promenades or stamps (4-3) |
| PHELPS | Which swimmer has won a record 23 Olympic gold medals? (6) |
| GRETE | Waitz who won the New York City Marathon a record nine times |
| MARGARETCOURT | Tennis: who has won a record 24 Grand Slam singles titles? (8,5) |
| ESPYS | Tiger Woods has won a record 21 of them |
| MONTGOMERIE | Colin ___, Scottish golfer who has won a record eight European Tour Order of Merit titles |
| MESSI | Lionel ___ Argentinian soccer player who has won a record-setting seven Ballon d'Or trophies |
| MIDIS | Soccer star who has won a record eight Ballon d'Or awards |
| LIONELMESSI | Argentine footballer who has won a record eight Ballon d'Or awards (6,5) |
| FRENCHOPENS | Rafael Nadal has won a record 14 of these |
