| 100% | VANGOGH | 7 | Painter featured in the "Doctor Who" episode "Vincent and the Doctor" (2 wds.) |
| 57% | CHARLTONHESTON | 14 | "Ben-Hur" actor who played painter Michelangelo in "The Agony and the Ecstasy": 2 wds. |
| 56% | BRITNEYSPEARS | 13 | "Princess of Pop" who had a guest appearance twice in "HIMYM" in the episodes "Ten Sessions" and "Everything Must Go" : 2 wds. |
| 56% | SOPHIECRUZ | 10 | Young American activist who is known for ensuring continuance of the DAPA program and was featured in the short "Free Like the Birds": 2 wds. |
| 55% | NICKJONAS | 9 | "Jealous" pop singer who both hosted and was the musical act in a 2021 "SNL" episode: 2 wds. |
| 55% | BADBUNNY | 8 | "Moscow Mule" rapper who both hosted and was the musical act in a 2023 "SNL" episode: 2 wds. |
| 54% | WEEPINGANGELS | 13 | Scary statue-like creatures introduced in the "Doctor Who" episode "Blink" (2 wds.) |
| 54% | MEGANTHEE | 9 | With 46-Across, "Savage" rapper who both hosted and was the musical act in a 2022 "SNL" episode: 2 wds. |
| 53% | MANDYMOORE | 10 | "I See the Light" singer who voiced Tabitha Vixx in "The Simpsons" episode, "Marge and Homer Turn a Couple Play": 2 wds. |
| 53% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 52% | GEORGIAOKEEFFE | 14 | "Black Iris" modernist painter featured on postage stamps in both 1996 and 2013: 2 wds. |
| 52% | HEIDIKLUM | 9 | German model and TV personality who had a guest appearance in "How I Met Your Mother" in the episode called "The Yips": 2 wds. |
| 52% | ITSOK | 5 | "___", song by Tom Rosenthal, featured in the trailers of "Comet" and "Anesthesia" : 2 wds. |
| 51% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 51% | TROYAIKMAN | 10 | Cowboys QB who beat Bills QB Jim Kelly in the Super Bowls of 1993 and 1994: 2 wds. |
| 51% | TERRYBRADSHAW | 13 | Steelers QB who beat Cowboys QB Roger Staubach in the Super Bowls of 1976 and 1979: 2 wds. |
| 51% | ELIMANNING | 10 | Giants quarterback who beat Patriots QB Tom Brady in the Super Bowls of 2008 and 2012: 2 wds. |
| 51% | GRETAGARBO | 10 | Swedish-born actress who starred in the 1930s movies "Mata Hari" and "Grand Hotel": 2 wds. |
| 50% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 50% | PAULMCCARTNEY | 13 | Singer and bass guitarist for the Beatles who was knighted in 1997: 2 wds. |
| 50% | ALANALDA | 8 | Hawkeye Pierce portrayer who wrote, directed, and starred in the final episode of "M*A*S*H" (2 wds.) |
| 50% | LORENGRAY | 9 | TikTok star and singer who appeared in the video for Taylor Swift's "The Man": 2 wds. |
| 50% | MIKETYSON | 9 | Heavyweight champ who's been featured in the "Punch-Out!!" boxing video game: 2 wds. |
| 50% | BABYARIEL | 9 | TikTok star and singer who appeared in the Disney Channel movie "Zombies 2": 2 wds. |
| 50% | EMMAWATSON | 10 | "Harry Potter" actress who played Belle in 2017's "Beauty and the Beast": 2 wds. |
| 50% | WYCLEFJEAN | 10 | "Gone Till November" rapper who has lived in both Haiti and the US: 2 wds. |
| 50% | EWANMCGREGOR | 12 | Actor who played 29-/32-Across in the 1990s and 2000s: 2 wds. |
| 50% | ALECGUINNESS | 12 | Actor who played 29-/32-Across in the 1970s and 1980s: 2 wds. |
| 50% | EMOPHILIPS | 10 | High-voiced comedian who appeared in "UHF" and "Meet the Parents": 2 wds. |
| 50% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |