| 100% | BILLYCRYSTAL | 12 | "When Harry Met Sally ..." actor who received a 2023 Kennedy Center Honor: 2 wds. |
| 68% | QUEENLATIFAH | 12 | "The Equalizer" star who received a 2023 Kennedy Center Honor: 2 wds. |
| 67% | DIONNEWARWICK | 13 | "That's What Friends Are For" singer who received a 2023 Kennedy Center Honor: 2 wds. |
| 55% | PAULMCCARTNEY | 13 | "My Love" singer who received a 2010 Kennedy Center Honor: 2 wds. |
| 55% | NEILDIAMOND | 11 | "Cracklin' Rosie" singer who received a 2011 Kennedy Center Honor: 2 wds. |
| 54% | DAVEBRUBECK | 11 | "Take Five" jazz pianist who received a 2009 Kennedy Center Honor: 2 wds. |
| 54% | DEBBIEALLEN | 11 | "Fame" actress and choreographer who received a 2020 Kennedy Center Honor: 2 wds. |
| 54% | GARTHBROOKS | 11 | "The Thunder Rolls" country singer who received a 2020 Kennedy Center Honor: 2 wds. |
| 53% | BILLYCRYSTAL | 12 | "When Harry Met Sally" actor who got to the top of "The $20,000 Pyramid" in a record 26 seconds (2 wds.) |
| 44% | RITA | 4 | Moreno who received a 2015 Kennedy Center Honors award |
| 43% | CARRIEFISHER | 12 | "When Harry Met Sally ..." actress who returned as Leia Organa in "Star Wars: The Force Awakens": 2 wds. |
| 41% | ROBREINER | 9 | "When Harry Met Sally... " director who directed "The Princess Bride" (2 wds.) |
| 41% | LARRYHAGMAN | 11 | "Dallas" actor who received a liver transplant in 1995: 2 wds. |
| 40% | CHER | 4 | One-named singer/actress who received a Kennedy Center Honor in 2018 |
| 39% | HERBIEHANCOCK | 13 | Jazz pianist and 2013 Kennedy Center honoree who is a practicing Buddhist: 2 wds. |
| 38% | ROBREINER | 9 | "All in the Family" actor who directed "The Princess Bride" and "When Harry Met Sally ...": 2 wds. |
| 38% | GARRETTMORRIS | 13 | "2 Broke Girls" actor who was honored with a star on the Hollywood Walk of Fame in 2023 (2 wds.) |
| 37% | ALEXNEWELL | 10 | Actor who won a Tony in 2023 for their role as Lulu in the Broadway musical "Shucked": 2 wds. |
| 37% | KIRKDOUGLAS | 11 | "Spartacus" actor who received the French Legion of Honor medal in 1985: 2 wds. |
| 36% | BOBODENKIRK | 11 | "Better Call Saul" actor who guest-stars as Uncle Lee on a 2023 flashback episode of "The Bear": 2 wds. |
| 35% | JOAN | 4 | With 35-Across, "Diamonds & Rust" folk singer who received a 2020 Kennedy Center Honor |
| 35% | ALANRICKMAN | 11 | Actor who played Professor Snape and was a misunderstood character in "Harry Potter" series: 2 wds. |
| 35% | JHARRELJEROME | 13 | Actor who won a 2019 Emmy for his role in "When They See Us": 2 wds. |
| 34% | RUTHBROWN | 9 | "Queen of R&B" who received a 2016 Grammy Lifetime Achievement Award: 2 wds. |
| 34% | MANDYPATINKIN | 13 | "Homeland" actor who received cornea transplants in 1997 and 1998: 2 wds. |
| 33% | JAMESBROLIN | 11 | Actor who played a physician on 28-Across: 2 wds. |
| 33% | SULLIVANJONES | 13 | "The Gilded Age" actor who plays Muhammad Ali in a 2023 biopic about 40-Across (2 wds.) |
| 33% | CELIACRUZ | 9 | "Queen of Salsa" who received a 2016 Grammy Lifetime Achievement Award: 2 wds. |
| 33% | LINDARONSTADT | 13 | "Queen of Rock" who received a 2016 Grammy Lifetime Achievement Award: 2 wds. |
| 33% | THOMASPYNCHON | 13 | Novelist who received a National Book Award for "Gravity's Rainbow": 2 wds. |