| 100% | HADDISH | 7 | Tiffany ___, "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 |
| 93% | TIFFANYHADDISH | 14 | "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 (2 wds.) |
| 76% | KATHYGRIFFIN | 12 | "Calm Down Gurrl" comedian who won a Grammy Award for Best Comedy Album in 2014 (2 wds.) |
| 76% | WHOOPIGOLDBERG | 14 | "Direct from Broadway" comedian who won a Grammy Award for Best Comedy Album in 1986 (2 wds.) |
| 71% | PATTON | 6 | ___ Oswalt, "Talking For Clapping" comedian who won a Grammy award for Best Comedy Album in 2017 |
| 66% | WHOOPI | 6 | ___ Goldberg, comedian who won a Grammy Award for Best Comedy Recording in 1986 |
| 55% | TIFFANYHADDISH | 14 | "The Last O.G." actress who won a Grammy for Best Comedy Album in 2021: 2 wds. |
| 51% | FIONAAPPLE | 10 | Art pop singer-songwriter who won a Best Alternative Music Album Grammy in 2021 for "Fetch the Bolt Cutters": 2 wds. |
| 50% | YANKOVIC | 8 | "Weird Al" ___, comedian who won three Grammy awards for his comedy albums |
| 49% | DAVID | 5 | ___ Bowie, English singer who won a Grammy Award for best music video in 1985 |
| 49% | JOHN | 4 | ___ Legend, American singer who won a Grammy for Best R&B Album in 2006 |
| 49% | PATTONOSWALT | 12 | "A.P. Bio" actor who won a Grammy for Best Comedy Album in 2017: 2 wds. |
| 49% | HILLARY | 7 | ___ Clinton, former First Lady who won a Grammy for Best Spoken Word album in 1997 |
| 48% | ERICA | 5 | Singer Campbell who won a Best Gospel Album Grammy Award for "Help" |
| 48% | ENYA | 4 | Singer who won a Best New Age Album Grammy Award for "Amarantine" |
| 47% | RIHANNA | 7 | One-named singer who won the Grammy Award for Best Urban Contemporary Album for "Unapologetic" in 2014 |
| 46% | DAVIDBOWIE | 10 | Glam rock legend who won a posthumous Best Alternative Music Album Grammy in 2017 for "Blackstar": 2 wds. |
| 46% | EDDIE | 5 | ___ Murphy, comedian who won the Grammy for Best Comedy Recording in 1984 |
| 46% | ROCK | 4 | Chris ___, comedian who has won three Grammy Awards for his comedy albums |
| 46% | ANDREWGARFIELD | 14 | "tick, tick... BOOM!" star who won a Golden Globe Award for Best Actor - Musical or Comedy in 2022 (2 wds.) |
| 45% | OBAMA | 5 | Former U.S. president who won a Best Spoken Word Album Grammy Award for the audiobook of "Dreams from My Father" |
| 45% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who won a Grammy for Best Comedy Album in 2014: 2 wds. |
| 45% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 44% | DRAKE | 5 | Rapper who won the Grammy Award for Best Rap Song in 2017 for "Hotline Bling" |
| 44% | EMINEM | 6 | Rapper who won the Grammy Award for Best Rap Song in 2004 for "Lose Yourself" |
| 43% | BAHA | 4 | ___ Men (group that won a Grammy Award in 2001 for Best Dance Recording) |
| 43% | ROSS | 4 | Diana ___, American singer who won a Grammy for lifetime achievement award in 2012 |
| 43% | JIMMYFALLON | 11 | TV host who won a Best Comedy Album Grammy |
| 43% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 43% | HER | 3 | One-named singer who won the Academy Award for Best Original Song in 2021 for "Fight for You" from the film "Judas and the Black Messiah" |