| 100% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who won a Grammy for Best Comedy Album in 2014: 2 wds. |
| 62% | TIFFANYHADDISH | 14 | "The Last O.G." actress who won a Grammy for Best Comedy Album in 2021: 2 wds. |
| 61% | PATTONOSWALT | 12 | "A.P. Bio" actor who won a Grammy for Best Comedy Album in 2017: 2 wds. |
| 54% | KATHYGRIFFIN | 12 | "Calm Down Gurrl" comedian who won a Grammy Award for Best Comedy Album in 2014 (2 wds.) |
| 52% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who received the GLAAD Vanguard Award in 2009: 2 wds. |
| 52% | FIONAAPPLE | 10 | Art pop singer-songwriter who won a Best Alternative Music Album Grammy in 2021 for "Fetch the Bolt Cutters": 2 wds. |
| 50% | BRYANCRANSTON | 13 | "Breaking Bad" star who won a 2014 Tony Award for portraying Lyndon Johnson in "All the Way": 2 wds. |
| 49% | TIFFANYHADDISH | 14 | "Black Mitzvah" comedian who won a Grammy Award for Best Comedy Album in 2021 (2 wds.) |
| 48% | EUGENELEVY | 10 | "Schitt's Creek" star who won the 2020 Emmy for Outstanding Lead Actor in a Comedy Series: 2 wds. |
| 48% | DAVIDBOWIE | 10 | Glam rock legend who won a posthumous Best Alternative Music Album Grammy in 2017 for "Blackstar": 2 wds. |
| 48% | WHOOPIGOLDBERG | 14 | "Direct from Broadway" comedian who won a Grammy Award for Best Comedy Album in 1986 (2 wds.) |
| 47% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who played aspiring actress Sally Weaver on "Seinfeld": 2 wds. |
| 47% | HOLLYHUNTER | 11 | "Broadcast News" star who won a Best Actress Oscar for her role in "The Piano": 2 wds. |
| 46% | VAMPIREWEEKEND | 14 | Indie rock band that won a Best Alternative Music Album Grammy in 2020 for "Father of the Bride": 2 wds. |
| 46% | ANDREWGARFIELD | 14 | "tick, tick... BOOM!" star who won a Golden Globe Award for Best Actor - Musical or Comedy in 2022 (2 wds.) |
| 45% | 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. |
| 45% | INGRIDBERGMAN | 13 | Actress who won a Best Supporting Actress Oscar for her 14-minute performance in "Murder on the Orient Express" (2 wds.) |
| 43% | DONCHEADLE | 10 | "Hotel Rwanda" actor who won a 2022 Grammy for the audiobook of John Lewis's "Carry On": 2 wds. |
| 43% | REGINAKING | 10 | "Watchmen" star who won the 2020 Emmy for Outstanding Lead Actress in a Limited Series or Movie: 2 wds. |
| 43% | JEREMYSTRONG | 12 | "Succession" star who won the 2020 Emmy for Outstanding Lead Actor in a Drama Series: 2 wds. |
| 43% | DEBBYBOONE | 10 | "You Light Up My Life" singer who won the Best New Artist Grammy in 1978: 2 wds. |
| 43% | MIRANDALAMBERT | 14 | Singer whose "Wildcard" won the Grammy for Best Country Album in 2021: 2 wds. |
| 43% | JOHN | 4 | ___ Legend, American singer who won a Grammy for Best R&B Album in 2006 |
| 43% | HILLARY | 7 | ___ Clinton, former First Lady who won a Grammy for Best Spoken Word album in 1997 |
| 42% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 42% | DONALDGLOVER | 12 | Actor who won the Emmy for Outstanding Lead Actor in a Comedy for "Atlanta": 2 wds. |
| 42% | OBAMA | 5 | Former U.S. president who won a Best Spoken Word Album Grammy Award for the audiobook of "Dreams from My Father" |
| 42% | SARAHPAULSON | 12 | "American Horror Story" actress who won the 2024 Best Leading Actress in a Play Tony for "Appropriate": 2 wds. |
| 42% | RIHANNA | 7 | One-named singer who won the Grammy Award for Best Urban Contemporary Album for "Unapologetic" in 2014 |
| 42% | EUGENELEVY | 10 | Former SCTV regular who won the 2020 Emmy Award for Outstanding Lead Actor in a Comedy Series for playing Johnny Rose on 46-Across (2 wds.) |