| 100% | BILLIEEILISH | 12 | Grammy Award-winning singer with the new album "Happier Than Ever" (2 wds.) |
| 61% | THEWEEKND | 9 | Singer with an oddly spelled name whose "Starboy" won Best Urban Contemporary Album at the 2018 Grammy Awards (2 wds.) |
| 54% | LILBABY | 7 | "Harder Than Ever" rapper who won the 2019 BET Award for Best New Artist (2 wds.) |
| 49% | STEVIEWONDER | 12 | American singer with 25 Grammy Awards famous for his song "You Are the Sunshine of My Life": 2 wds. |
| 49% | LOSTCAUSE | 9 | Song with the lyric "Thought you would've grown eventually, but you proved me wrong" on 43-Across's new album, "Happier Than Ever" (2 wds.) |
| 49% | GLADYSKNIGHT | 12 | Grammy-winning singer honored by the 50-Across with a Lifetime Artistic Achievement Award in 2022 (2 wds.) |
| 47% | BOBBYMCFERRIN | 13 | Singer with the 1988 hit "Don't Worry, Be Happy": 2 wds. |
| 46% | TAYLORSWIFT | 11 | Singer-songwriter whose "1989" won 2016's Grammy Award for Album of the Year (2 wds.) |
| 46% | TAYLORSWIFT | 11 | Singer with the #1 country single "We Are Never Ever Getting Back Together": 2 wds. |
| 46% | CHAPPELLROAN | 12 | Singer with the debut album "The Rise and Fall of a Midwest Princess": 2 wds. |
| 46% | CHER | 4 | Singer with the new album "Dancing Queen" |
| 46% | KESHA | 5 | Singer with the new album "High Road" |
| 46% | THEREFOREIAM | 12 | Song with the lyric "You think that you're the man / I think ... " on 43-Across's new album, "Happier Than Ever" (3 wds.) |
| 45% | MORNINGPHASE | 12 | Beck album that won the 2015 Grammy Award for Best Rock Album: 2 wds. |
| 45% | THERESISTANCE | 13 | Muse album that won the 2011 Grammy Award for Best Rock Album: 2 wds. |
| 44% | CELINEDION | 10 | Singer whose 1996 album "Falling into You" won Grammy Awards for Album of the Year and Best Pop Album (2 wds.) |
| 44% | ADELEADKINS | 11 | British singer whose third studio album fetched her the Album of the Year in the 2017 Grammy Awards : 2 wds. |
| 43% | VICTORIAMONET | 13 | "Jaguar II" singer who won Best R&B album and Best New Artist at the 2024 Grammy Awards (2 wds.) |
| 43% | WASTINGLIGHT | 12 | Foo Fighters album that won the 2012 Grammy Award for Best Rock Album: 2 wds. |
| 43% | SADE | 4 | Grammy-winning singer with the 2010 album "Soldier of Love" |
| 43% | LEANN | 5 | With 33-Across, "Blue" singer who won the Best New Artist Grammy in 1997 |
| 43% | AIMEEMANN | 9 | Grammy award winning female bassist who has been named one of the world's top ten greatest living songwriters by NPR: 2 wds. |
| 42% | PAULMCCARTNEY | 13 | Artist with the most number of Grammy nominations in one night without winning, with 9: 2 wds. |
| 42% | PEABOBRYSON | 11 | Singer/songwriter who won Grammy Awards for 34-Across and the "Beauty and the Beast" theme (2 wds.) |
| 42% | ELVISCOSTELLO | 13 | "Look Now" singer who won the Best Traditional Pop Vocal Album Grammy Award in 2020 (2 wds.) |
| 42% | LIZAMINNELLI | 12 | "Cabaret" star and singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 41% | KANDIBURRUSS | 12 | R&B singer with Xscape who won season 3 of "The Masked Singer" as the Night Angel: 2 wds. |
| 41% | WILLIE | 6 | With 39-Across, singer whose "A Beautiful Time" won the Grammy for Best Country Album in 2023 |
| 41% | LAINEYWILSON | 12 | "Bell Bottom Country" singer who won Best Country Album at the 2024 Grammy Awards (2 wds.) |
| 41% | MITSKI | 6 | Singer with the 2016 album “Puberty 2” |