| 100% | STEVIE | 6 | With 31-Across, "Sir Duke" singer who won the 1977 Grammy for Producer of the Year, Non-Classical |
| 55% | LIZZO | 5 | "About Damn Time" female singer who won the 2023 Grammy for Record of the Year |
| 53% | JON | 3 | ___ Batiste, "We Are" singer who won the Grammy Award for Album of the Year in 2022 |
| 53% | ADELE | 5 | Singer who won a Grammy Award for Song of the Year winner for "Hello" |
| 50% | LEAVETHE | 8 | With 32-Across, Silk Sonic single that won the 2022 Grammy for Song of the Year: 2 wds. |
| 49% | BEYONCE | 7 | Singer who won the Album of the Year Grammy for "Cowboy Carter" |
| 49% | SAM | 3 | ___ Smith, "Stay With Me" singer who was 22 when they won the 2015 Grammy for Record of the Year |
| 49% | LORDE | 5 | Teenager who won the 2014 Grammy for Song of the Year |
| 49% | SAMSMITH | 8 | "Stay With Me" singer who was a first-time Grammy nominee for Record of the Year (and won): 2 wds. |
| 48% | ADELE | 5 | British singer who won the Album of the Year Grammy in 2012 for "21" |
| 48% | QUINCYJONES | 11 | "Thriller" producer who won the 1982, 1984, and 1991 Grammys for Producer of the Year, Non-Classical: 2 wds. |
| 48% | GARTHBROOKS | 11 | "The Dance" country singer who won the 2019 CMA for Entertainer of the Year: 2 wds. |
| 47% | GARTHBROOKS | 11 | "The River" singer who won the CMA Award for Entertainer of the Year seven times: 2 wds. |
| 47% | HER | 3 | Artist who won the 2021 Grammy for Song of the Year, for “I Can’t Breathe” |
| 47% | BAD | 3 | With 7-Down, Billie Eilish hit that won the 2020 Grammy for Song of the Year |
| 47% | EDSHEERAN | 9 | Singer whose "Thinking Out Loud" won the 2015 Grammy for Song of the Year |
| 47% | ALANJACKSON | 11 | "Country Boy" singer who won the CMA Award for Entertainer of the Year three times: 2 wds. |
| 47% | KENNYCHESNEY | 12 | "Come Over" singer who won the CMA Award for Entertainer of the Year four times: 2 wds. |
| 46% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 46% | DAVIDFOSTER | 11 | "Let's Talk About Love" producer who won the 1985, 1992, and 1994 Grammys for Producer of the Year, Non-Classical: 2 wds. |
| 46% | LUTHERVANDROSS | 14 | His "Dance With My Father" won the 2003 Grammy for Song of the Year |
| 45% | EILISH | 6 | Billie ___, singer who won five Grammy awards including Record of the Year in 2020 |
| 45% | BOBBY | 5 | ___ Darin, "Mack the Knife" musician who was 22 when he won the 1959 Grammy for Record of the Year |
| 44% | AMY | 3 | ___ Winehouse, "Rehab" singer who was 24 when she won the 2008 Grammy for Record of the Year |
| 44% | ADELE | 5 | "Someone Like You" singer who was 24 when she won the 2012 Grammy for Record of the Year |
| 44% | BILLIE | 6 | ___ Eilish, "Bad Guy" singer who was 18 when she won the 2020 Grammy for Record of the Year |
| 43% | ROLLING | 7 | With 18-Across, Adele single from the album "21" that won the Grammy Award for Record of the Year for 2011 |
| 43% | NORAH | 5 | ___ Jones, "Don't Know Why" singer who was 23 when she won the 2003 Grammy for Record of the Year |
| 43% | DUALIPA | 7 | "Cold Heart" singer who, with Elton John, won the 2022 American Music Award for Collaboration of the Year (2 wds.) |
| 43% | JUSTIN | 6 | With 35-Across, "Yummy" singer who won the Pop Album of the Year Juno in 2011 and 2016 |