| 100% | BRUNOMARS | 9 | "Please Me" collaborator who won the 2019 BET Award for Best Male R&B/Pop Artist (2 wds.) |
| 71% | BEYONCE | 7 | "Everything Is Love" collaborator who won the 2019 BET Award for Best Female R&B/Pop Artist |
| 62% | LILBABY | 7 | "Harder Than Ever" rapper who won the 2019 BET Award for Best New Artist (2 wds.) |
| 55% | NIPSEYHUSSLE | 12 | Musician/activist honored posthumously with the 2019 BET Award for Best Male Hip Hop Artist (2 wds.) |
| 50% | RODDYRICCH | 10 | "The Box" rapper who won the BET Award for Best New Artist in 2020: 2 wds. |
| 49% | BRUNOMARS | 9 | "24K Magic" singer who won the award for R&B Song, "That's What I Like" in Billboard 2018: 2 wds |
| 48% | WIZKHALIFA | 10 | "See You Again" rapper who won the BET Award for Best New Artist in 2011: 2 wds. |
| 48% | RAMIMALEK | 9 | American actor who won the 2019 Golden Globe Award for Best Actor for the film "Bohemian Rhapsody": 2 wds. |
| 48% | HARRYSTYLES | 11 | "As It Was" singer who won the People's Choice Award for Male Artist of 2022: 2 wds. |
| 46% | CHRISTIANBALE | 13 | Actor who won the 2019 Golden Globe Award for Best Actor in a Motion Picture - Musical or Comedy, for the film "Vice": 2 wds. |
| 46% | JANELLEMONAE | 12 | "Dirty Computer" singer who won the GLAAD Media Award for Outstanding Music Artist in 2019: 2 wds. |
| 45% | VICTORIAMONET | 13 | "Jaguar II" singer who won Best R&B album and Best New Artist at the 2024 Grammy Awards (2 wds.) |
| 45% | ASHLEYMCBRYDE | 13 | "Girl Going Nowhere" singer who won the 2019 CMA Award for New Artist of the Year (2 wds.) |
| 45% | COLESPROUSE | 11 | "Riverdale" actor who won the People's Choice Award for Male TV Star of 2019 (2 wds.) |
| 44% | MARIKOTAMAKI | 12 | Writer/artist who won the 2020 Eisner Award for Best Writer for the comics series "Harley Quinn: Breaking Glass," "Laura Dean Keeps Breaking Up with Me," and "Archie" (2 wds.) |
| 44% | EDSHEERAN | 9 | "Shape Of You" artist who won the award for the Top Male Artist in Billboard 2018: 2 wds. |
| 44% | SAMMENDES | 9 | "The Ferryman" director who won the Tony Award for Best Direction of a Play in 2019 (2 wds.) |
| 44% | SHAWNMENDES | 11 | "Señorita" singer who won Canada's Juno Award for Pop Album of the Year in 2019: 2 wds. |
| 44% | SUSANCHOI | 9 | Author who won the 2019 National Book Award for Fiction for "Trust Exercise": 2 wds. |
| 44% | BOBMACKIE | 9 | "The Cher Show" costumer who won the 2019 Tony Award for Best Costume Design in a Musical (2 wds.) |
| 43% | BRYANCRANSTON | 13 | "Network" actor who won the Tony Award for Best Performance by a Leading Actor in a Play in 2019 (2 wds.) |
| 43% | BILLIEEILISH | 12 | "All the Good Girls Go to Hell" singer who won the 2019 American Music Award for New Artist of the Year (2 wds.) |
| 43% | MIGOS | 5 | "Culture II" hip hop group that won the 2019 BET Award for Best Group |
| 43% | 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.) |
| 43% | EBONYFLOWERS | 12 | Writer/artist who won the 2020 Eisner Award for Best Short Story for "Hot Comb" (2 wds.) |
| 42% | TRACYCHAPMAN | 12 | "Fast Car" singer who won the Grammy for Best New Artist in 1989: 2 wds. |
| 42% | ALEXMORGAN | 10 | San Diego Wave FC soccer star who won the Best Female Athlete ESPY Award in 2019: 2 wds. |
| 42% | CYNDILAUPER | 11 | "Girls Just Wanna Have Fun" singer who won the Grammy for Best New Artist in 1985: 2 wds. |
| 42% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 42% | JUSTIN | 6 | ___ Timberlake, singer who won the 2007 WMA for the World's Best Selling Pop Male Artist |