| 100% | THESTANDARDS | 12 | Grammy-nominated album of classic American pop music by 30-Across (2 wds.) |
| 63% | ALMACARIBENA | 12 | Grammy-winning album of traditional tropical Latin music by 30-Across (2 wds.) |
| 46% | HOTPINK | 7 | Album by 50-Across that was nominated for Favorite Soul/R&B Album at the 2020 American Music Awards (2 wds.) |
| 40% | KINGDOMCOME | 11 | Grammy-nominated 2006 album by 39-Across (2 wds.) |
| 38% | VICTORYLAP | 10 | 2018 studio album by 29-Across that was nominated for a Best Rap Album Grammy (2 wds.) |
| 38% | LIVINGHISTORY | 13 | Memoir by 31-Across whose audiobook version was nominated for a Grammy Award for Best Spoken Word Album (2 wds.) |
| 37% | BETTERNOW | 9 | Top 10 song by 42-Across that was nominated for a Best Pop Solo Performance Grammy Award (2 wds.) |
| 37% | HEADABOVEWATER | 14 | 2019 album by 30-Across with the hit single of the same name (3 wds.) |
| 37% | ALWAYSONMYMIND | 14 | Album by 30-Across/33-Across that was the "Billboard" #1 country album of the year for 1982 (4 wds.) |
| 36% | THEWAYIMLIVIN | 13 | Album by 29-Across/32-Across nominated for the Best Country Album Grammy Award in 2015 (4 wds.) |
| 36% | LUCASSCOTT | 10 | The primary protagonist from "One Tree Hill," played by 30-Across: 2 wds. |
| 35% | ITSTHEGIRLS | 11 | 2014 album by 41-Across that includes covers of hits by female pop groups (3 wds.) |
| 35% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 35% | LIFECHANGES | 11 | Grammy-nominated 2017 album by 36-Across that had four No. 1 hit songs on Billboard's U.S. Country Airplay chart (2 wds.) |
| 35% | HANDSTOMYSELF | 13 | Single from Selena Gomez's album "Revival" that was influenced by the music of American singer Prince: 3 wds. |
| 35% | WILDESTDREAMS | 13 | Hit song by 30-Across from the album "1989" that begs, "Say you'll remember me" (2 wds.) |
| 33% | EMMYLOUHARRIS | 13 | Country Music Hall of Fame singer who collaborated with 28-Across and 43-Across on the Grammy-winning 1987 album "Trio" (2 wds.) |
| 33% | GOODBYELULLABY | 14 | 2011 album by 30-Across with the hit single "What the Hell" (2 wds.) |
| 33% | HARMONYHALL | 11 | Hit single on the 2019 Grammy-winning album by 33-Across (2 wds.) |
| 33% | TRYEVERYTHING | 13 | Grammy-nominated song on the "Zootopia" soundtrack sung by 36-Across (2 wds.) |
| 33% | RIGHTONTIME | 11 | 2021 song by 32-Across nominated for three Grammy Awards, including Record of the Year and Song of the Year (3 wds.) |
| 33% | WAYSIDESCHOOL | 13 | Setting for a series of novels by 30-Across (2 wds.) |
| 33% | KENDRICKLAMAR | 13 | Rapper/songwriter nominated for the 2017 American Music Award for Artist of the Year (2 wds.) |
| 33% | SINGLEDOUT | 10 | 1990s MTV dating game show cohosted by 30-Across and Jenny McCarthy: 2 wds. |
| 32% | MARVINREDPOST | 13 | Boy featured in eight books by 30-Across (2 wds.) |
| 32% | KNOWINGYOU | 10 | Top 10 single that 30-Across performed at the Academy of Country Music Awards ceremony in 2021 (2 wds.) |
| 32% | JULIAMICHAELS | 13 | Singer/songwriter nominated for the 2017 American Music Award for New Artist of the Year (2 wds.) |
| 32% | THEANTIDOTE | 11 | 2025 novel by 30-Across about a Nebraska town during the Great Depression: 2 wds. |
| 32% | THENERDIST | 10 | "___ Podcast" (weekly pop-culture interview show hosted by 30-Across): 2 wds. |
| 32% | SOLONGSOWRONG | 13 | Grammy-winning album by 39-Across and 18-Across (4 wds.) |