| 100% | CHARLIEPUTH | 11 | "Attention" singer who has a song named after Marvin Gaye: 2 wds. |
| 73% | TAYLORSWIFT | 11 | "Bad Blood" singer who has a song named after Tim McGraw: 2 wds. |
| 73% | ARIANAGRANDE | 12 | "7 Rings" singer who has a song named after Pete Davidson: 2 wds. |
| 49% | NELLYFURTADO | 12 | Pop singer who had a crossover hit with her 2006 electropop song "Maneater" (2 wds.) |
| 48% | TAYLORSWIFT | 11 | Country singer who had a crossover hit with her 2008 pop song "Love Story" (2 wds.) |
| 47% | GWENSTEFANI | 11 | Ska punk singer who had a crossover hit with her 2005 hip hop song "Hollaback Girl" (2 wds.) |
| 47% | LIAMPAYNE | 9 | One Direction singer who has a fear of spoons: 2 wds. |
| 47% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 46% | TAYLOR | 6 | ___ Swift, "Willow" singer who has a species of millipede named after her |
| 46% | BEYONCE | 7 | "Break My Soul" singer who has a species of horsefly named after her |
| 45% | TINATURNER | 10 | "Private Dancer" singer who has a solo in "We Are the World": 2 wds. |
| 45% | ASHTONKUTCHER | 13 | "Jobs" actor who has a fraternal twin brother named Michael: 2 wds. |
| 45% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |
| 45% | KATYPERRY | 9 | "Roar" singer who had a guest appearance in "HIMYM" in the episode "Oh Honey" : 2 wds. |
| 44% | REBA | 4 | Country singer McEntire who had a sitcom named after her |
| 44% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 44% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 44% | ANNAKENDRICK | 12 | Actress who had a song from "Pitch Perfect" chart on the Billboard Hot 100 in 2013: 2 wds. |
| 44% | ANNEHATHAWAY | 12 | Actress who had a song from "Les Misérables" chart on the Billboard Hot 100 in 2013: 2 wds. |
| 44% | LUKECOMBS | 9 | Country singer who had a 2023 hit with his cover of Tracy Chapman's "Fast Car": 2 wds. |
| 43% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 43% | KATYPERRY | 9 | "Dark Horse" pop singer who has never won a Grammy despite 13 nominations: 2 wds. |
| 43% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |
| 43% | VINDIESEL | 9 | "The Fate of the Furious" actor who has a fraternal twin brother named Paul: 2 wds. |
| 43% | JOHNMELLENCAMP | 14 | "Jack & Diane" singer who had a hit in 1986 with "R.O.C.K. in the U.S.A.": 2 wds. |
| 42% | MARTINAMCBRIDE | 14 | "In My Daughter's Eyes" country singer who has never won a Grammy despite 14 nominations: 2 wds. |
| 42% | MORGANWALLEN | 12 | "Love Somebody" singer who had two songs reach #1 in 2024: 2 wds. |
| 42% | TOMMYJOHN | 9 | MLB pitcher who has a surgical procedure named for him (2 wds.) |
| 41% | ELVISCOSTELLO | 13 | Singer who got banned from "Saturday Night Live" for playing a different song than planned: 2 wds. |
| 41% | DAVIDBOWIE | 10 | "Space Oddity" singer who cowrote a song in "SpongeBob SquarePants: The Broadway Musical": 2 wds. |