| 100% | BESTWESTERN | 11 | *Award coveted by directors Anderson and Craven? |
| 43% | WES | 3 | Director Anderson or Craven |
| 40% | WES | 3 | Director Craven or Anderson |
| 38% | WES | 3 | Director, producer and screenwriter Anderson, of the multi-award-winning "The Grand Budapest Hotel" (2014) |
| 38% | SEPTEMBERSONG | 13 | Hit by Maxwell Anderson and 64-Across |
| 38% | ANGLEE | 6 | Award-winning director of Sense and Sensibility |
| 37% | OHENRY | 6 | Award won by Alice Munro and Stephen King |
| 37% | ESPY | 4 | Award won by Simone Biles and Serena Williams |
| 37% | BESTPOPALBUM | 12 | Award won twice by Adele and Kelly Clarkson |
| 37% | OSCAR | 5 | Award won by Paul Newman and Gary Oldman |
| 37% | EDGARS | 6 | Awards won by Stephen King and Agatha Christie |
| 37% | DORSEYPRIZES | 12 | Awards won by brother bandleaders Tommy and Jimmy? |
| 37% | ESPYS | 5 | Awards won by LeBron James and David Beckham |
| 37% | TONYS | 5 | Awards won by the musicals "Hamilton" and "Hadestown" |
| 36% | WES | 3 | ___ Craven, "Scream" Director who won a Scream Award |
| 36% | OSCAR | 5 | Award won by the director Chloé Zhao in 2021 |
| 36% | OSCAR | 5 | Award refused by Marlon Brando and George C. Scott |
| 36% | MVP | 3 | Award won by Breanna Stewart in 2018 and 2023 |
| 36% | BET | 3 | The ___ Awards (ceremony hosted in 2015 by Anthony Anderson and Tracee Ellis Ross) |
| 35% | OSCAR | 5 | Award won by 19-Across, 33-Across, and 45-Across |
| 35% | OSCARS | 6 | Awards won by Mahershala Ali for “Moonlight” and “Green Book” |
| 35% | REINER | 6 | Rob, award-winning director of Stand by Me |
| 35% | DALDRY | 6 | Award-winning film and theater director Stephen |
| 35% | OSCAR | 5 | Award won by Frances McDormand in 2021 (and 2018 and 1997) |
| 35% | PULITZERPRIZE | 13 | Award won by 15-, 19-, 43-, and 52-Across: 2 wds. |
| 35% | DAYTIME | 7 | ___ Emmy Awards (honors won by soaps and talk shows) |
| 35% | OBIES | 5 | 2015 awards for the writer and director of "Hamilton" |
| 34% | SAMSHEPARD | 10 | Award-winning writer, actor, and director born November 5, 1943 (2 wds.) |
| 33% | OBE | 3 | Award accepted by J. K. Rowling and turned down by C. S. Lewis |
| 33% | ESPY | 4 | Award won by Tom Brady for "Best NFL Player" and "Best Male Athlete" |