| OMARKHAYYAM | 1917 Kentucky Derby winner or a 1957 biopic |
| JETPILOT | 1947 Kentucky Derby winner or a 1957 John Wayne movie |
| OMAR | 1917 Kentucky Derby winner ___ Khayyam |
| BLACKGOLD | 1924 Kentucky Derby winner or a 1947 Anthony Quinn drama |
| DARKSTAR | 1953 Kentucky Derby winner or a 1974 cult sci-fi film |
| CAVALCADE | 1934 Kentucky Derby winner or a 1933 film that won Best Picture |
| MEDALLIST | A winner or recipient of a coin-like award; or, an engraver or numismatist who makes or studies such a gong (9) |
| SHOOINS | Easy winners, or a phonetic hint to starred entries' hidden brands |
| COULDYOUBENEXT | *Tagline for hopeful lottery winners, or a question of the second letter? |
| CAGNEY | James ?, actor who portrayed Lon Chaney in 1957 biopic Man of a Thousand Faces |
| THESPIRITOFSTLOUIS | 1957 biopic starring James Stewart as Charles ?Slim' Lindbergh |
| BATTLEHYMN | 1957 biopic starring Rock Hudson as Colonel Dean E Hess (6,4) |
| THESPIRIT | 1957 biopic starring James Stewart as Charles ?Slim' Lindbergh (3,6,2,2,5) |
| OFSTLOUIS | 1957 biopic starring James Stewart as Charles 'Slim' Lindbergh (3,6,2,2,5) |
| HOUSE | The cry of a bingo winner - or Hugh Laurie's TV doctor (5) |
| IVES | Burl -, Best Actor in a Supporting Role Oscar winner or The Big Country (4) |
| CHAMPION | First-place winner; or, highest award a dog can achieve in showing (8) |
| BREAKEVEN | Emerge neither winner or loser, still after a piece of luck (5,4) |
| SEVEN | Las Vegas winner or loser |
| GOLDENGOAL | Match-winner, or miss? There's nothing in it |