| 100% | COOL | 4 | With 57-Across, Grammy-nominated Bette Midler holiday album |
| 42% | CHROMATICA | 10 | 1-Across/53-Across Grammy-nominated album with a "colorful" title |
| 41% | PENNY | 5 | With 57 Across, small-time |
| 41% | DAVEKOZ | 7 | Grammy-nominated musician with the 2005 album "Saxophonic" |
| 41% | THEHISTORYOFTOM | 15 | With 57 Across, Brit lit classic |
| 37% | ELECTRICCOMPANY | 15 | Album for which 59-Across won a Grammy, 1972, with "The" |
| 37% | TAKE | 4 | With 45-Across, Drake's 2013 Grammy-winning Best Rap Album |
| 37% | RUNNING | 7 | With 57-Across, 1977 Jackson Browne album ... or a hint to what's depicted in this puzzle's grid |
| 37% | PHOEBE | 6 | Bridgers with the 2020 Grammy-nominated album Punisher |
| 37% | ARCTICMONKEYS | 13 | Band with the Grammy-nominated album "The Car" |
| 36% | MERRY | 5 | With 15 Across, holiday greeting |
| 35% | SPREADTOO | 9 | With 57-Across, overextended |
| 35% | LET | 3 | With 57-Across, unleash |
| 34% | ANITA | 5 | Grammy winner Baker with the album "Rapture" |
| 34% | IGOR | 4 | Grammy-winning album with the hit "Earfquake" |
| 34% | LAST | 4 | With 57-Across, farewell effort |
| 34% | BON | 3 | With 57-Across, witty remark |
| 34% | GIRLONFIRE | 10 | Grammy-winning album by 42-Across with the singles "Brand New Me" and "New Day" (3 wds.) |
| 34% | WILLIE | 6 | With 39-Across, singer whose "A Beautiful Time" won the Grammy for Best Country Album in 2023 |
| 34% | NIGHTFALL | 9 | 2020 album by 33-Across that was nominated for a Best Country Album Grammy Award |
| 34% | HERO | 4 | 2016 album by 44-Across that was nominated for a Best Country Album Grammy Award |
| 34% | FACELESS | 8 | Godsmack album with 2 Grammy nominations |
| 33% | ROCKANDROLL | 11 | With 57-Across, Queen's place |
| 33% | AARON | 5 | With 57-Across, "Breaking Bad" actor |
| 33% | ANG | 3 | With 57-Across, "Brokeback Mountain" director |
| 33% | THEWAYIMLIVIN | 13 | Album by 29-Across/32-Across nominated for the Best Country Album Grammy Award in 2015 (4 wds.) |
| 33% | WHEREDIDWEGO | 12 | With 38 Across, 57 Across' lament in 46 Across |
| 33% | GREENDAY | 8 | Band with the Grammy-winning album "Dookie" |
| 33% | ENO | 3 | Brian with an album named 87 Across |
| 33% | MURDER | 6 | With 57-Across, story in the offing? |