| 100% | MANN | 4 | Singer Aimee who won the Grammy for "Mental Illness" |
| 58% | BEYONCE | 7 | Singer who won the Album of the Year Grammy for "Cowboy Carter" |
| 57% | TRACYCHAPMAN | 12 | "Fast Car" singer who won the Grammy for Best New Artist in 1989: 2 wds. |
| 56% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 55% | ALESSIA | 7 | Cara who won the Grammy for Best New Artist in 2018 |
| 55% | LYNNE | 5 | Shelby who won the Grammy for Best New Artist in 2001 |
| 55% | PEABOBRYSON | 11 | Singer/songwriter who won Grammy Awards for 34-Across and the "Beauty and the Beast" theme (2 wds.) |
| 54% | ADELE | 5 | British singer who won the Album of the Year Grammy in 2012 for "21" |
| 54% | SHEERAN | 7 | Ed who won the Grammy for Best Pop Vocal Album in 2018 |
| 54% | EDDIE | 5 | ___ Murphy, comedian who won the Grammy for Best Comedy Recording in 1984 |
| 54% | ALISONKRAUSS | 12 | Singer who won her 27th Grammy for the 2011 bluegrass album "Paper Airplane": 2 wds. |
| 53% | HARRY | 5 | ___ Styles, "Watermelon Sugar" singer who won the Grammy for Best Pop Solo Performance in 2021 |
| 53% | RIHANNA | 7 | One-named singer who won the Grammy Award for Best Urban Contemporary Album for "Unapologetic" in 2014 |
| 53% | CARLY | 5 | Singer/songwriter Simon who won a Grammy and an Oscar for "Let the River Run" |
| 52% | RAITT | 5 | Singer Bonnie who won a Grammy for "Something to Talk About" |
| 52% | DYLAN | 5 | Singer Bob who won the Nobel prize for Literature |
| 52% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 52% | CYNDILAUPER | 11 | "Girls Just Wanna Have Fun" singer who won the Grammy for Best New Artist in 1985: 2 wds. |
| 51% | OLIVIA | 6 | ___ Rodrigo, "Drivers License" singer who won the Grammy Award for Best New Artist in 2022 |
| 50% | JON | 3 | ___ Batiste, "We Are" singer who won the Grammy Award for Album of the Year in 2022 |
| 50% | DRAKE | 5 | Rapper who won the Grammy Award for Best Rap Song in 2017 for "Hotline Bling" |
| 50% | LAMAR | 5 | Kendrick ___, rapper who won the Grammy Award for Best Rap Song in 2016 for "Alright" |
| 50% | EMINEM | 6 | Rapper who won the Grammy Award for Best Rap Song in 2004 for "Lose Yourself" |
| 50% | LORDE | 5 | Teenager who won the 2014 Grammy for Song of the Year |
| 50% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 50% | WEST | 4 | Kanye ___, rapper who won the Grammy Award for Best Rap Song in 2005 for "Jesus Walks" |
| 50% | LIZZO | 5 | "About Damn Time" female singer who won the 2023 Grammy for Record of the Year |
| 49% | IRENE | 5 | Singer Cara who won a Grammy for best female pop vocal performance for "Flashdance ... What a Feeling" |
| 49% | JAY | 3 | ___-Z, rapper who won the Grammy Award for Best Rap Song in 2010 for "Run This Town" |
| 49% | KACEY | 5 | Singer Musgraves who won a 2013 Grammy for Best Country Album |