| 100% | CLAYAIKEN | 9 | "This Is the Night" singer who is running for Congress in North Carolina: 2 wds. |
| 53% | HARRYBELAFONTE | 14 | "Day-O" singer who was blacklisted for his leftist views in the Joseph McCarthy period: 2 wds. |
| 53% | PAULMCCARTNEY | 13 | 76-year-old singer who is still in a "Band on the Run": 2 wds. |
| 52% | PAULMCCARTNEY | 13 | Singer and bass guitarist for the Beatles who was knighted in 1997: 2 wds. |
| 52% | CLAYAIKEN | 9 | "American Idol" runner-up who unsuccessfully ran for a North Carolina congressional seat in 2014: 2 wds. |
| 51% | ELIZABETHDOLE | 13 | Former North Carolina senator who ran for the 2000 Republican presidential nomination: 2 wds. |
| 50% | ANNIELENNOX | 11 | "Sweet Dreams (Are Made of This)" singer who was voted into the Songwriters Hall of Fame in 2020: 2 wds. |
| 49% | LADYGAGA | 8 | "Born This Way" singer who won the GLAAD Media Award for Outstanding Music Artist in 2012: 2 wds. |
| 49% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 48% | LENAHORNE | 9 | Jazz singer who was awarded the Spingarn Medal in 1983: 2 wds. |
| 48% | JASONSUDEIKIS | 13 | "Saturday Night Live" cast member who threatened to end his seven-year run with the show but is back for the 2012-2013 season: 2 wds. |
| 48% | KANYEWEST | 9 | Rapper/singer who unsuccessfully ran for president in 2020: 2 wds. |
| 48% | DUALIPA | 7 | "Dance the Night" singer who played Mermaid Barbie in "Barbie": 2 wds. |
| 47% | JEREMYPOPE | 10 | "One Night in Miami" actor who was nominated for an Emmy Award for the Netflix series "Hollywood" (2 wds.) |
| 47% | JLO | 3 | Nickname for the female singer who became an "American Idol" judge in 2011: 2 wds. |
| 47% | GWENJORGENSEN | 13 | American distance runner and two-time ITU World Champion who was the first to win a triathlon gold for USA in the Olympics: 2 wds. |
| 47% | JENNIFERLOPEZ | 13 | Singer who was nominated for a Grammy for Best Dance Recording in 2000 but lost to Cher: 2 wds. |
| 47% | BRUNOMARS | 9 | "24K Magic" singer who was the featured act in the 2014 Super Bowl halftime show: 2 wds. |
| 47% | KATYPERRY | 9 | "Dark Horse" singer who was the featured act in the 2015 Super Bowl halftime show: 2 wds. |
| 47% | LADYGAGA | 8 | "Poker Face" singer who was the featured act in the 2017 Super Bowl halftime show: 2 wds. |
| 47% | NOAHKAHAN | 9 | "Hurt Somebody" rock singer who was nominated for Best New Artist at the 2024 Grammys: 2 wds. |
| 46% | ELTONJOHN | 9 | Stage name for the "Tiny Dancer" singer who was born Reginald Kenneth Dwight: 2 wds. |
| 46% | JONIMITCHELL | 12 | "Both Sides Now" singer who was MusiCares Person of the Year in 2022: 2 wds. |
| 46% | MICKJAGGER | 10 | Lead singer of the Rolling Stones who was knighted in 2003: 2 wds. |
| 46% | DOLLYPARTON | 11 | "Jolene" singer who was MusiCares Person of the Year in 2019: 2 wds. |
| 46% | TAYLORSWIFT | 11 | Singer who was nominated for a Grammy for Best New Artist in 2008 but lost to Amy Winehouse: 2 wds. |
| 46% | JELLYROLL | 9 | "Need a Favor" country singer who was nominated for Best New Artist at the 2024 Grammys: 2 wds. |
| 46% | TROYESIVAN | 10 | Singer of the 2015 hit "Youth" who was born in South Africa in 1995: 2 wds. |
| 46% | CYNTHIANIXON | 12 | "Sex and the City" actress who unsuccessfully ran for New York governor in 2018: 2 wds. |
| 46% | NEILDIAMOND | 11 | "Sweet Caroline" singer who was MusiCares Person of the Year in 2009: 2 wds. |