| 100% | DREWCAREY | 9 | "The Price Is Right" host who guest-starred as himself on "The Simpsons": 2 wds. |
| 71% | DREWCAREY | 9 | "The Price Is Right" host who appears as himself in the 2001 video game "The Sims: House Party": 2 wds. |
| 70% | ROBREINER | 9 | "All in the Family" costar who guest-starred as himself on "The Simpsons": 2 wds. |
| 67% | TOMBRADY | 8 | Patriots quarterback who guest-starred as himself on "The Simpsons": 2 wds. |
| 64% | WILWHEATON | 10 | "Star Trek: The Next Generation" actor who guest stars as himself on "The Big Bang Theory" (2 wds.) |
| 62% | BRADLEYCOOPER | 13 | "A Star Is Born" actor who guest-starred as himself on season 3 of "Abbott Elementary": 2 wds. |
| 59% | DREWCAREY | 9 | "The Price Is Right" host who served in the Marine Corps: 2 wds. |
| 59% | LADYGAGA | 8 | "Born This Way" singer who guest-starred as herself on "The Simpsons": 2 wds. |
| 56% | DREWCAREY | 9 | "The Price Is Right" host who once lived in a car: 2 wds. |
| 52% | MICHAELMADSEN | 13 | "Reservoir Dogs" actor who guest starred as the voice of Kevin Costner on 29-Across (2 wds.) |
| 51% | BOBBARKER | 9 | Celebrity best known for hosting "The Price is Right" until 2007, who is also well versed in Karate: 2 wds. |
| 51% | DONALDGLOVER | 12 | Rapper and "Atlanta" star who both hosted "SNL" and performed as the musical guest in 2018: 2 wds. |
| 51% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 50% | DREWCAREY | 9 | Host of the game show "The Price Is Right": 2 wds. |
| 50% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 50% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 50% | DREWCAREY | 9 | "The Price Is Right" host who is a U.S. Marine Corps Reserve veteran (2 wds.) |
| 49% | HELENHUNT | 9 | "As Good as It Gets" actress, who made a guest appearance on then-spouse Hank Azaria's "The Simpson": 2 wds. |
| 48% | JUDDHIRSCH | 10 | "Superior Donuts" actor who guest stars as Leonard's dad on "The Big Bang Theory" (2 wds.) |
| 48% | LAURIEMETCALF | 13 | "Lady Bird" actress who guest stars as Sheldon's mom on "The Big Bang Theory" (2 wds.) |
| 48% | RICHARDDAWSON | 13 | "Family Feud" host who was a regular panelist on the 1970s version of "Match Game": 2 wds. |
| 47% | BRITNEYSPEARS | 13 | "Slumber Party" singer who is the youngest person to be both host and musical guest on "Saturday Night Live" (2 wds.) |
| 47% | HANKAZARIA | 10 | "The Simpsons" voice actor who won an Emmy for his guest role as Ed Cochran on 43-Across: 2 wds. |
| 47% | HARVEYMILK | 10 | San Francisco gay rights martyr who was an inaugural honoree on the National LGBTQ Wall of Honor: 2 wds. |
| 47% | LANACONDOR | 10 | "To All the Boys I've Loved Before" actress who guest-starred as Gregory's date on season 3 of "Abbott Elementary": 2 wds. |
| 47% | STEPHENCURRY | 12 | NBA star who is the "resident golf pro" on 17-Across: 2 wds. |
| 47% | DREWCAREY | 9 | Host of "The Price Is Right" since October 2007: 2 wds |
| 47% | KENNETHBRANAGH | 14 | "Murder on the Orient Express" (2017) star who is the only actor to direct himself playing Hercule Poirot (2 wds.) |
| 47% | WADEBOGGS | 9 | Former 27-Across third baseman who appeared as a guest star on the "Bar Wars" episode of "Cheers" (2 wds.) |
| 47% | JOHNMULANEY | 11 | Stand-up comedian who guest-stars as Stevie on a 2023 flashback episode of "The Bear": 2 wds. |