| 100% | KENDALLJENNER | 13 | Reality TV star who was the #1 highest-earning model of 2018 (2 wds.) |
| 62% | CHRISSYTEIGEN | 13 | Former Sports Illustrated Swimsuit model who was the #3 highest-earning model of 2018 (2 wds.) |
| 58% | KARLIEKLOSS | 11 | Former Victoria's Secret Angel who was the #2 highest-earning model of 2018 (2 wds.) |
| 51% | KELLYOSBOURNE | 13 | Reality TV star who wears a purple wig in the "Happy" video: 2 wds. |
| 51% | OZZYOSBOURNE | 12 | Heavy metal singer and reality TV star who is "catching some Z's": 2 wds. |
| 49% | CHARLIESHEEN | 12 | "Anger Management" star who was the honoree of a 2011 Comedy Central roast: 2 wds. |
| 49% | CANDICEBERGEN | 13 | "Murphy Brown" star who was the first female host of "Saturday Night Live": 2 wds. |
| 49% | ROSEANNEBARR | 12 | 1990s sitcom star who was the subject of a Comedy Central Roast in 2012: 2 wds. |
| 49% | RAFAELNADAL | 11 | Spanish tennis star who was ATP Player of the Year five times: 2 wds. |
| 49% | PETESAMPRAS | 11 | American tennis star who was ATP Player of the Year six times: 2 wds. |
| 49% | DONNYOSMOND | 11 | Actor who was the Peacock on season 1 of "The Masked Singer": 2 wds. |
| 49% | TORISPELLING | 12 | Actress who was the Unicorn on season 1 of "The Masked Singer": 2 wds. |
| 49% | MARGARETCHO | 11 | Comedian who was the Poodle on season 1 of "The Masked Singer": 2 wds. |
| 48% | JAMESFRANCO | 11 | "The Interview" star who was the subject of a Comedy Central Roast in 2013: 2 wds. |
| 47% | FREDASTAIRE | 11 | "Top Hat" star who was an original member of the American Theater Hall of Fame: 2 wds. |
| 47% | ADAMRIPPON | 10 | American figure skater who was the winner of season 26 of "Dancing With The Stars": 2 wds. |
| 47% | BOBBYBONES | 10 | American radio personality who was the winner of season 27 of "Dancing With The Stars": 2 wds. |
| 47% | NICKFOLES | 9 | Eagles backup QB who was the unexpected winner of the 2018 Super Bowl MVP Award: 2 wds. |
| 47% | KIRKDOUGLAS | 11 | Actor from Hollywood's Golden Age who is the father of "Basic Instinct" star Michael: 2 wds. |
| 47% | KIMKARDASHIAN | 13 | Reality TV star who voices the poodle Delores in "PAW Patrol: The Movie" (2 wds.) |
| 47% | ARIANAGRANDE | 12 | "Positions" singer who was Billboard's 2018 Woman of the Year: 2 wds. |
| 46% | QUINTABRUNSON | 13 | "Abbott Elementary" creator and star who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 46% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 46% | NAOMICAMPBELL | 13 | "American Horror Story: Hotel" actress who was the first black model on the cover of French Vogue : 2 wds. |
| 46% | CANDACEPARKER | 13 | Chicago Sky star who was named both WNBA Rookie of the Year and WNBA MVP in 2008: 2 wds. |
| 46% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 46% | MELISSARYCROFT | 14 | "The Bachelor" contestant who was the winner of season 15 of "Dancing With The Stars": 2 wds. |
| 46% | OZZYOSBOURNE | 12 | Rock music icon and reality TV star who turned 70 on December 3, 2018 (2 wds.) |
| 45% | KENDALLJENNER | 13 | Model and reality star who founded the 818 tequila company: 2 wds. |
| 45% | ELVISPRESLEY | 12 | "Love Me Tender" star who was given the honorific title of "King of Rock and Roll" by his fans: 2 wds. |