| 100% | WILLIE | 6 | With 39-Across, singer whose "A Beautiful Time" won the Grammy for Best Country Album in 2023 |
| 62% | CHRISSTAPLETON | 14 | Singer whose "Starting Over" won the Grammy for Best Country Album in 2022: 2 wds. |
| 61% | MIRANDALAMBERT | 14 | Singer whose "Wildcard" won the Grammy for Best Country Album in 2021: 2 wds. |
| 45% | LIZZO | 5 | Singer whose "About Damn Time" won the Record of the Year Grammy in 2023 |
| 44% | KACEY | 5 | Singer Musgraves who won a 2013 Grammy for Best Country Album |
| 44% | FIONAAPPLE | 10 | Art pop singer-songwriter who won a Best Alternative Music Album Grammy in 2021 for "Fetch the Bolt Cutters": 2 wds. |
| 44% | NEYO | 4 | Singer whose song won a Grammy award for the Best R&B Song "Miss Independent:" Hyph. |
| 43% | JAZMINESULLIVAN | 15 | Singer whose “Heaux Tales” won the Grammy for Best R. & B. Album (April, 2022) |
| 43% | SHEERAN | 7 | Ed who won the Grammy for Best Pop Vocal Album in 2018 |
| 43% | SHAKIRA | 7 | One-named singer whose album "El Dorado" won the 2018 Grammy Award for Best Latin Pop Album |
| 42% | THEWARONDRUGS | 13 | Band which won the Grammy for Best Rock Album in 2018: 4 wds. |
| 41% | ANDREABOCELLI | 13 | Italian classical singer whose album "Cinema" was nominated for Best Traditional Pop Vocal Album in the 2017 Grammy Awards : 2 wds. |
| 41% | THEWEEKND | 9 | Singer with an oddly spelled name whose "Starboy" won Best Urban Contemporary Album at the 2018 Grammy Awards (2 wds.) |
| 40% | ALWAYSONMYMIND | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1983: 4 wds. |
| 40% | ONTHEROADAGAIN | 14 | 28-/40-Across hit that won the Grammy for Best Country Song in 1981: 4 wds. |
| 40% | VAMPIREWEEKEND | 14 | Indie rock band that won a Best Alternative Music Album Grammy in 2020 for "Father of the Bride": 2 wds. |
| 40% | PATTYLOVELESS | 13 | "Blame It on Your Heart" singer whose "Mountain Soul II" won the Best Bluegrass Album Grammy in 2011: 2 wds. |
| 40% | RIHANNA | 7 | One-named singer who won the Grammy Award for Best Urban Contemporary Album for "Unapologetic" in 2014 |
| 40% | BILLIE | 6 | With 34-Across, "Bad Guy" singer who won a Best New Artist Grammy in 2020 |
| 39% | JONBATISTE | 10 | Singer whose album "We Are" won the Album of the Year Grammy in 2022 |
| 39% | JOHN | 4 | ___ Legend, American singer who won a Grammy for Best R&B Album in 2006 |
| 38% | ADELE | 5 | Singer whose second album, in 2011, topped the Billboard chart for a record 24 weeks |
| 38% | ELECTRICCOMPANY | 15 | Album for which 59-Across won a Grammy, 1972, with "The" |
| 38% | PAM | 3 | Country singer Tillis with the 2020 album "Looking for a Feeling" |
| 38% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 38% | TRACYCHAPMAN | 12 | "Fast Car" singer who won the Grammy for Best New Artist in 1989: 2 wds. |
| 38% | ENYA | 4 | Singer who won a Best New Age Album Grammy Award for "Amarantine" |
| 38% | BRANDYCLARK | 11 | Country singer with the 2016 album “Big Day in a Small Town” |
| 38% | HER | 3 | Singer with a 2018 Grammy for Best R&B Album |
| 37% | ROSALIA | 7 | Spanish singer whose 2022 album "Motomami" won a Best Latin Rock or Alternative Album Grammy Award |