| 100% | KELLYOSBOURNE | 13 | Reality TV star who wears a purple wig in the "Happy" video: 2 wds. |
| 50% | JIMMYKIMMEL | 11 | ABC late-night host who wears a suit and tie in the "Happy" video: 2 wds. |
| 49% | KIMKARDASHIAN | 13 | Reality TV star who voices the poodle Delores in "PAW Patrol: The Movie" (2 wds.) |
| 45% | BILLYBUSH | 9 | Former TV star who's contrite for his role in the "Access Hollywood" tape scandal, saying "I'm grateful to be a more conscientious person now": 2 wds. |
| 44% | KENDALLJENNER | 13 | Reality TV star who was the #1 highest-earning model of 2018 (2 wds.) |
| 42% | SETHMACFARLANE | 14 | "Family Guy" creator who wore a motion-capture suit to portray the title character in "Ted": 2 wds. |
| 41% | ROSEANNEBARR | 12 | 1990s sitcom star who was the subject of a Comedy Central Roast in 2012: 2 wds. |
| 41% | JEREMYSTRONG | 12 | "Succession" star who won the 2020 Emmy for Outstanding Lead Actor in a Drama Series: 2 wds. |
| 41% | TEDALLEN | 8 | TV personality who was a food and wine expert in the 2003 TV series, "Queer Eye": 2 wds. |
| 41% | JAMESMCAVOY | 11 | "X-Men: Apocalypse" star who played the title character of 28-Across in a 2015 movie: 2 wds. |
| 40% | JAMESFRANCO | 11 | "The Interview" star who was the subject of a Comedy Central Roast in 2013: 2 wds. |
| 40% | REGINAKING | 10 | "Watchmen" star who won the 2020 Emmy for Outstanding Lead Actress in a Limited Series or Movie: 2 wds. |
| 40% | EUGENELEVY | 10 | "Schitt's Creek" star who won the 2020 Emmy for Outstanding Lead Actor in a Comedy Series: 2 wds. |
| 40% | KIMKARDASHIAN | 13 | Reality TV star who married 35-Across on 5/24/14: 2 wds. |
| 40% | ALEXMORGAN | 10 | US soccer star who scored a goal against Colombia in the 2015 World Cup: 2 wds. |
| 40% | RAYJ | 4 | Singer and reality TV star who's Snoop Dogg's first cousin: 2 wds. |
| 39% | MRT | 3 | TV star who said "I pity the fool!": 2 wds. |
| 39% | DAVIDJANSSEN | 12 | Actor who starred in the 1960s TV version of "The Fugitive": 2 wds. |
| 39% | MARAWILSON | 10 | "Matilda" star who voices The Faceless Old Woman Who Secretly Lives in Your Home, a character on 15-/51-Across: 2 wds. |
| 39% | DAVIDBECKHAM | 12 | English soccer star who left a Spanish club to play for the LA Galaxy in 2007: 2 wds. |
| 39% | OZZYOSBOURNE | 12 | Heavy metal singer and reality TV star who is "catching some Z's": 2 wds. |
| 38% | BRYANCRANSTON | 13 | "Breaking Bad" star who won a 2014 Tony Award for portraying Lyndon Johnson in "All the Way": 2 wds. |
| 38% | PATRICKSWAYZE | 13 | "Dirty Dancing" star who had a top 10 hit with "She's Like the Wind" in 1988: 2 wds. |
| 38% | CARROLLOCONNOR | 14 | Actor who starred on "All in the Family," a Norman Lear sitcom: 2 wds. |
| 38% | RUSSELLCROWE | 12 | "A Beautiful Mind" star who plays the father in "Boy Erased": 2 wds. |
| 38% | CLARABOW | 8 | Early film star who wore lipstick in the shape of a heart |
| 38% | FESSPARKER | 10 | Actor who starred in the title roles of TV's "Davy Crockett" and "Daniel Boone": 2 wds. |
| 38% | KIMKARDASHIAN | 13 | E! network reality star who voices the poodle Delores in "PAW Patrol: The Movie": 2 wds. |
| 38% | JOSHBROLIN | 10 | "Sicario" actor who wore a motion-capture suit to portray Thanos in the "Avengers" movies: 2 wds. |
| 38% | PARISHILTON | 11 | American socialite and TV personality who guest starred in The CW series "Supernatural": 2 wds. |