| 100% | DOUGLLEWELYN | 12 | Longtime host of "The People's Court," 1981-1993 and 2016-present: 2 wds. |
| 45% | JOSEPHWAPNER | 12 | Original judge on "The People's Court," 1981-1993: 2 wds. |
| 42% | VANNAWHITE | 10 | Longtime "Wheel of Fortune" host who appeared as herself on "Fresh off the Boat" and "The King of Queens" (2 wds.) |
| 41% | ROSIEODONNELL | 13 | Host of a self-titled talk show who hosted the 1999 and 2000 Grammy ceremonies: 2 wds. |
| 41% | DALECARNEGIE | 12 | Author of the self-help book "How to Win Friends and Influence People": 2 wds. |
| 41% | LEBRONJAMES | 11 | Former Cavaliers forward named MVP of the 2012, 2013, and 2016 NBA Finals: 2 wds. |
| 41% | JONSTEWART | 10 | Host of "The Daily Show" between 28- and 17-Across (1999-2015): 2 wds. |
| 40% | BILLMAHER | 9 | Host of HBO's "Real Time" and animal rights activist: 2 wds. |
| 40% | DOUGWILSON | 10 | Host of the former TLC series "Moving Up" who's a designer on 31-Across: 2 wds. |
| 39% | BOBBARKER | 9 | Former host of "The Price Is Right" and animal rights activist: 2 wds. |
| 39% | JASONALDEAN | 11 | "Burnin' It Down" singer who won Entertainer of the Year at the 2016, 2017, and 2018 ACM Awards: 2 wds. |
| 39% | BUFFALOBOB | 10 | Host of the show featuring 18-Across: 2 wds. |
| 39% | STRANGERTHINGS | 14 | Netflix horror series that won the People's Choice Awards for the Show of 2019 and the Drama Show of 2019 (2 wds.) |
| 39% | GUYFIERI | 8 | Host of Food Network's "Diners, Drive-Ins and Dives": 2 wds. |
| 39% | JANELYNCH | 9 | Host of the game show "Hollywood Game Night": 2 wds. |
| 39% | MARILYNMILIAN | 13 | Current judge on "The People's Court," 2001-present: 2 wds. |
| 38% | NTOZAKESHANGE | 13 | "People of Watts" poet and 2016 recipient of the Langston Hughes Medal (2 wds.) |
| 38% | ROALDDAHL | 9 | Author of the children's book "James and the Giant Peach": 2 wds. |
| 38% | CARLSAGAN | 9 | Host of the original 1980 PBS series called 33-Across: 2 wds. |
| 38% | PETERMARSHALL | 13 | Host of "The Hollywood Squares" from 1966-1981: 2 wds. |
| 38% | TOMBERGERON | 11 | Host of "Dancing With the Stars": 2 wds. |
| 38% | CHRISHARRISON | 13 | Host of ABC's "The Bachelor": 2 wds. |
| 38% | TAYLORSWIFT | 11 | "Lavender Haze" singer who won the People's Choice Award for Female Artist of 2022: 2 wds. |
| 38% | WONDERWOMAN | 11 | Fictional superhero appearing in comic books who is a founding member of the Justice League and an ambassador of the Amazon people: 2 wds. |
| 38% | BILLCONDON | 10 | Director of the live-action version of Disney's "Beauty and the Beast": 2 wds. |
| 38% | DONALDTRUMP | 11 | US leader who was Time's 2016 Person of the Year: 2 wds. |
| 37% | HUMANRACE | 9 | The people of Earth as a group: 2 wds. |
| 37% | HARRYSTYLES | 11 | "As It Was" singer who won the People's Choice Award for Male Artist of 2022: 2 wds. |
| 37% | SAMANTHABEE | 11 | Host of TBS's "Full Frontal" whose last name sounds like a letter of the alphabet: 2 wds. |
| 37% | MARGARETATWOOD | 14 | Author of the dystopian novel "The Handmaid's Tale" and its sequel, "The Testaments": 2 wds. |