| 100% | HBO | 3 | Network whose Sarah Palin movie "Game Change" won five 21-Across awards in 2012 |
| 28% | SUPERBOWLXLIV | 13 | 2009 game in which 15-Across won the MVP award: 3 wds. |
| 27% | ADELE | 5 | She won 12 Billboard Music Awards in 2012 |
| 26% | BENSTEINS | 9 | Win whose money, in a bygone game show? |
| 26% | SILVERSLUGGER | 13 | Hitting award won five times by 15-Across, including in 2013: 2 wds. |
| 26% | PATTON | 6 | Won the Academy Award for Best Movie in 1971 |
| 26% | CHICAGO | 7 | Won the Academy Award for Best Movie in 2003 |
| 26% | TWENTYONE | 9 | Card game whose winning hands can be found hidden in 17-, 27-, 42- and 54-Across |
| 26% | ALISONKRAUSS | 12 | "Raising Sand" singer who won five Grammy Awards in 2009: 2 wds. |
| 25% | AMYWINEHOUSE | 12 | "Back to Black" singer who won five Grammy Awards in 2008: 2 wds. |
| 25% | PORKANDBEANS | 12 | Single by 42-Across whose video won a Grammy Award for Best Music Video in 2009 (3 wds.) |
| 25% | EILISH | 6 | Billie ___, singer who won five Grammy awards including Record of the Year in 2020 |
| 25% | ALEXTREBEK | 10 | "Jeopardy!" host who won his eighth Daytime Emmy Award for Outstanding Game Show Host posthumously in 2021 (2 wds.) |
| 24% | NORAH | 5 | With 32-Across, "Come Away With Me" singer who won five Grammy Awards in 2003 |
| 24% | YEAR | 4 | Movie of the ___ (MTV Movie Award most recently won by "The Fault in Our Stars") |
| 24% | ARGO | 4 | 2012 espionage movie starring Ben Affleck which won the Academy Award for Best Adapted Screenplay |
| 24% | BOBDYLAN | 8 | Singer-songwriter whose song "Things Have Changed" from the movie "Wonder Boys" won him an Oscar in 2000: 2 wds. |
| 24% | GAMECHANGE | 10 | 2012 HBO movie for which 30-Across won an Emmy for portraying Sarah Palin: 2 wds. |
| 23% | STONY | 5 | ___ Award, won in 2002 and 2012 by Snoop Dogg and awarded by "High Times" magazine |
| 23% | UMA | 3 | Actress who won MTV Movie Awards for Best Fight in 2004 and 2005, familiarly |
| 23% | AMY | 3 | Poehler who won a 2016 MTV Movie Award for voicing Joy in "Inside Out" |
| 23% | HAM | 3 | Meat mentioned in "Weird Al" Yankovic's "Fat", whose video won a Grammy Award |
| 23% | HAWN | 4 | Goldie ___, an Academy Award winning actress who recently made her comeback in the movie "Snatched" |
| 23% | ALG | 3 | IOC code of the country that won five gold medals at the 2019 African Beach Games in Sal, Cape Verde |
| 23% | MVP | 3 | Award won by 52-Across in 1949 |
| 23% | MADDY | 5 | “Euphoria” character whose confrontation with Cassie won the 2022 MTV Movie & TV Award for Best Fight |
| 23% | BEN | 3 | ___ Kingsley, actor who won the Academy Award for Best Actor for the movie "Gandhi" in 1982 |
| 23% | RANDOLPH | 8 | Da’Vine Joy ___ (actress whose triumphant awards season culminated in an Oscar win in March, 2024) |
| 23% | EMMY | 4 | Award won by 68 Across Rickman for "Rasputin" (is there an echo in here?) |
| 22% | KENO | 4 | Game whose name comes from French for "five winning numbers" |