| 100% | MILEY | 5 | With 32-Across, singer-songwriter who exclaimed "I just won my first Grammy!" during her performance of "Flowers" at the 2024 Grammy Awards |
| 48% | JONIMITCHELL | 12 | Singer-songwriter who sang "Both Sides Now" at the 2024 Grammy Awards in her first-ever Grammy performance (2 wds.) |
| 46% | BILLIEEILISH | 12 | "What Was I Made For?" singer/co-songwriter who won Song of the Year at the 2024 Grammy Awards (2 wds.) |
| 40% | CROW | 4 | Sheryl ___, Grammy-winning musician who received critical acclaim at the age of 32 with her single "All I Wanna Do" |
| 40% | TRACYCHAPMAN | 12 | Singer-songwriter who sang "Fast Car" at the 2024 Grammy Awards in a rare public performance (2 wds.) |
| 39% | NORAH | 5 | With 32-Across, "Come Away With Me" singer who won five Grammy Awards in 2003 |
| 39% | WILLIENELSON | 12 | "Always on My Mind" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 38% | VICTORIAMONET | 13 | "Jaguar II" singer who won Best R&B album and Best New Artist at the 2024 Grammy Awards (2 wds.) |
| 38% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 38% | LAINEYWILSON | 12 | "Bell Bottom Country" singer who won Best Country Album at the 2024 Grammy Awards (2 wds.) |
| 37% | SMOKEYROBINSON | 14 | "I Second That Emotion" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 36% | BEYONCE | 7 | "Break My Soul" female singer who broke the record for most Grammy wins at the 2023 Grammy Awards |
| 36% | BRUNOMARS | 9 | "24K Magic" singer who won six awards, including Record of the Year, at the 2018 Grammy Awards (2 wds.) |
| 36% | EDSHEERAN | 9 | "Shape of You" singer who won two awards, including Best Pop Vocal Album, at the 2018 Grammy Awards (2 wds.) |
| 36% | ADELE | 5 | British singer-songwriter who won six prizes at the 2012 Grammy Awards |
| 35% | MEG | 3 | Musician White of the White Stripes who won multiple Grammy Awards with her band |
| 35% | NORAH | 5 | With 22-Down, "Come Away with Me" singer who won the 2002 Best New Artist Grammy Award |
| 35% | RAITT | 5 | Bonnie ___, "Just Like That" female singer who won three Grammys at the 2023 Grammy Awards |
| 34% | LIZAMINNELLI | 12 | "Cabaret" star and singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 34% | BRITNEYSPEARS | 13 | Singer who won Video of the Year for "Piece of Me" at MTV Video Music Awards in 2008: 2 wds. |
| 34% | TAYLORSWIFT | 11 | Multiple Grammy-winning singer-songwriter who is the first-ever recipient of Billboard's Woman of the Decade Award: 2 wds. |
| 34% | SAM | 3 | ___ Smith, "Stay With Me" singer who was 22 when they won the 2015 Grammy for Record of the Year |
| 33% | BRANDI | 6 | ___ Carlile, "Broken Horses" female singer who won three Grammys at the 2023 Grammy Awards |
| 33% | SAMARA | 6 | ___ Joy, "Linger Awhile" female singer who won two Grammys at the 2023 Grammy Awards |
| 33% | PART | 4 | "___ of Me," hit song by Katy Perry which was first performed at the 54th Grammy Awards |
| 32% | STEVIE | 6 | With 31-Across, "Sir Duke" singer who won the 1977 Grammy for Producer of the Year, Non-Classical |
| 32% | CHRISSTAPLETON | 14 | "Tennessee Whiskey" singer-songwriter who won Male Vocalist of the Year at the 2023 Country Music Association Awards (2 wds.) |
| 32% | THEWEEKND | 9 | Singer with an oddly spelled name whose "Starboy" won Best Urban Contemporary Album at the 2018 Grammy Awards (2 wds.) |
| 32% | LADYGAGA | 8 | "Rain on Me" singer who won the MTV Tricon Award, Artist of the Year, and two other awards at the 2020 MTV Video Music Awards (2 wds.) |
| 32% | CARA | 4 | Singer Alessia who won Best New Artist at the 2018 Grammy Awards |