| 100% | BETTERCALLSAUL | 14 | AMC "Breaking Bad" prequel that won a Peabody Award in 2023: 3 wds. |
| 56% | WEREHERE | 8 | HBO reality show, where drag queens visit small-town America, that won a Peabody Award in 2023: 2 wds. |
| 45% | PACHINKO | 8 | Apple TV+ drama, about a Korean family in Japan, that won a Peabody Award in 2023 |
| 41% | TIGHTENUP | 9 | 27-Across song that won a Grammy Award in 2011 (2 wds.) |
| 40% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 40% | BREAKMYSOUL | 11 | Beyonce #1 hit that won the 2023 BET Viewer's Choice Award: 3 wds. |
| 40% | BRYANCRANSTON | 13 | "Breaking Bad" star who won a 2014 Tony Award for portraying Lyndon Johnson in "All the Way": 2 wds. |
| 38% | WAITFORU | 8 | #1 hit by Future featuring Drake and Tems that won the 2023 BET Best Collaboration Award: 3 wds. |
| 38% | THEROUNDHOUSE | 13 | 2012 Novel by 44-Across that won a National Book Award for Fiction (3 wds.) |
| 37% | SERIAL | 6 | Podcast that won a 2014 Peabody Award |
| 37% | MYFAITHINYOU | 12 | "If I Ever Lose ___," single that won Sting a Grammy Award for Best Pop Vocal Performance (Male) in 1994: 4 wds. |
| 37% | BRYANCRANSTON | 13 | "Breaking Bad" actor who won two Tony Awards for Best Actor in a Play, for "All the Way" and "Network" (2 wds.) |
| 37% | NEA | 3 | Org. that won a Special Tony Award in 2016 |
| 36% | GWENIFILL | 9 | Peabody Award-winning journalist honored with a Black Heritage U.S. postage stamp in 2020 (2 wds.) |
| 36% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 36% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 35% | BRYANCRANSTON | 13 | "Breaking Bad" actor who won the 2017 Audie Award for Narration by the Author for his memoir "A Life in Parts" (2 wds.) |
| 35% | NARUTO | 6 | Popular Japanese manga that won a Quill Award in 2006 |
| 35% | MICHAELJFOX | 11 | "Back to the Future" star who received AMPAS's Jean Hersholt Humanitarian Award in 2023: 3 wds. |
| 35% | CHAINOFFOOLS | 12 | Aretha Franklin's 1967 single that won her a Grammy for Best Female R&B Vocal Performance and later a Grammy Hall Of Fame Award: 3 wds. |
| 35% | AMERICANIDIOT | 13 | 2004 Green Day album that won a Best Rock Album Grammy Award (2 wds.) |
| 34% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 34% | SQUAREPEG | 9 | Something that won't fit in a round hole: 2 wds. |
| 34% | PIECEOFME | 9 | Song by 32-Across that won three MTV Video Music Awards in 2008, including Video of the Year (3 wds.) |
| 34% | TAKINGTHE | 9 | "___ Long Way," country album by The Chicks that won a Grammy Award in 2007: 2 wds. |
| 34% | SONGSIHEARD | 11 | 33-Across album that won a Grammy Award for Best Traditional Pop Vocal Album (3 wds.) |
| 34% | BAHA | 4 | ___ Men (group that won a Grammy Award in 2001 for Best Dance Recording) |
| 33% | BILLIEEILISH | 12 | "Bad Guy" singer who won a record five Grammy Awards in 2020, including Best New Artist (2 wds.) |
| 33% | ALLABOUTSTEVE | 13 | 2009 film that won Razzies for Worst Actress and Worst Screen Couple: 3 wds. |
| 33% | ALLABOUTSTEVE | 13 | 2009 film for which 34-Across won a Razzie for Worst Actress: 3 wds. |