| 100% | IGGYAZALEA | 10 | "Fancy" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist in 2014: 2 wds. |
| 83% | NICKIMINAJ | 10 | "Anaconda" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times: 2 wds. |
| 83% | CARDIB | 6 | "Up" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist twice: 2 wds. |
| 72% | EMINEM | 6 | "Lucky You" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times |
| 52% | WIZKHALIFA | 10 | "See You Again" rapper who won the BET Award for Best New Artist in 2011: 2 wds. |
| 52% | RODDYRICCH | 10 | "The Box" rapper who won the BET Award for Best New Artist in 2020: 2 wds. |
| 51% | GARTHBROOKS | 11 | Country Music Hall of Fame singer who's won the American Music Award for Favorite Male Country Artist a record eight times (2 wds.) |
| 51% | REBAMCENTIRE | 12 | Country Music Hall of Fame singer who's won the American Music Award for Favorite Female Country Artist a record 11 times (2 wds.) |
| 49% | JANELLEMONAE | 12 | "Dirty Computer" singer who won the GLAAD Media Award for Outstanding Music Artist in 2019: 2 wds. |
| 49% | SAMSMITH | 8 | "Love Goes" singer who won the GLAAD Media Award for Outstanding Music Artist in 2021: 2 wds. |
| 49% | LADYGAGA | 8 | "Born This Way" singer who won the GLAAD Media Award for Outstanding Music Artist in 2012: 2 wds. |
| 48% | POSTMALONE | 10 | 18-Across, 27-Across, and 34-Across rapper/singer who won the 2025 American Music Award for Favorite Country Male Artist (2 wds.) |
| 46% | TAYLORSWIFT | 11 | "Love Story" singer-songwriter who won the award for Top Female Artist in Billboard 2018: 2 wds. |
| 46% | SEBASTIANYATRA | 14 | "Dos Oruguitas" singer who won the 2022 American Music Award for Favorite Latin Song (2 wds.) |
| 45% | MILEYCYRUS | 10 | Singer who won Video of the Year for "Wrecking Ball" at MTV Video Music Awards in 2014: 2 wds. |
| 45% | OLDTOWNROAD | 11 | Lil Nas X and Billy Ray Cyrus song that won the 2019 American Music Award for Favorite Rap/Hip-Hop Song (3 wds.) |
| 44% | BRYANCRANSTON | 13 | "Breaking Bad" star who won a 2014 Tony Award for portraying Lyndon Johnson in "All the Way": 2 wds. |
| 44% | KENNYROGERS | 11 | Country Music Hall of Fame singer who's won the American Music Award for Favorite Country Single a record five times (2 wds.) |
| 43% | BEYONCE | 7 | "Renaissance" singer who won the 2022 American Music Award for Favorite Female R&B Artist |
| 43% | RONDAROUSEY | 11 | Mixed martial artist who won the Best Female Athlete ESPY Award in 2014 and 2015: 2 wds. |
| 43% | LILBABY | 7 | "Harder Than Ever" rapper who won the 2019 BET Award for Best New Artist (2 wds.) |
| 43% | DRAKE | 5 | Rapper who won the Grammy Award for Best Rap Song in 2017 for "Hotline Bling" |
| 43% | EMINEM | 6 | Rapper who won the Grammy Award for Best Rap Song in 2004 for "Lose Yourself" |
| 43% | KATYPERRY | 9 | American Music Award winner for "Dark Horse" who was the halftime headliner at the Super Bowl in 2015 (2 wds.) |
| 43% | EDSHEERAN | 9 | "Shape Of You" artist who won the award for the Top Male Artist in Billboard 2018: 2 wds. |
| 43% | JOSEABREU | 9 | First baseman for the White Sox who won the American League MVP award in 2020: 2 wds. |
| 43% | LAMAR | 5 | Kendrick ___, rapper who won the Grammy Award for Best Rap Song in 2016 for "Alright" |
| 42% | WEST | 4 | Kanye ___, rapper who won the Grammy Award for Best Rap Song in 2005 for "Jesus Walks" |
| 42% | NICKI | 5 | With 33-Across, "Anaconda" rapper who won the BET Award for Best New Artist in 2010 |
| 42% | JAY | 3 | ___-Z, rapper who won the Grammy Award for Best Rap Song in 2010 for "Run This Town" |