| 100% | HOWARDCOSELL | 12 | Host of the investigative news show "ABC SportsBeat" who received the 1995 Arthur Ashe Courage Award: 2 wds. |
| 54% | ROBINROBERTS | 12 | "Good Morning America" coanchor who received the 2013 Arthur Ashe Courage Award: 2 wds. |
| 54% | CAITLYNJENNER | 13 | Transgender track-and-field star who received the 2015 Arthur Ashe Courage Award: 2 wds. |
| 39% | JONSTEWART | 10 | Comedian who was the host of "The Daily Show" till 2015, and has hosted 2 Grammy Award ceremonies: 2 wds. |
| 38% | BRUCEWILLIS | 11 | Host of the 1987 Primetime Emmy Awards, who won an Emmy himself that evening for "Moonlighting": 2 wds. |
| 38% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 37% | BRIANDABOLL | 11 | New York Giants coach who won the 2022 NFL Coach of the Year award: 2 wds. |
| 37% | RAYMONDBURR | 11 | Host of the 1959 Primetime Emmy Awards, who won an Emmy himself that evening for "Perry Mason": 2 wds. |
| 37% | OPRAHWINFREY | 12 | TV talk show host who received the NAACP's Spingarn Medal in 2000: 2 wds. |
| 37% | JIMMYKIMMEL | 11 | ABC talk show host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 36% | DEBBIEHARRY | 11 | Lead singer of Blondie who received the first Billboard Women in Music Icon Award, in 2008: 2 wds. |
| 36% | SMOKEYROBINSON | 14 | "The Tears of a Clown" singer who received the BET Lifetime Achievement Award in 2015: 2 wds. |
| 36% | JAYLENO | 7 | Former "Tonight Show" host who was awarded the Mark Twain Prize in 2014: 2 wds. |
| 36% | ANDERSONCOOPER | 14 | CNN journalist who hosted the original ABC version of "The Mole": 2 wds. |
| 36% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 35% | ROSIEODONNELL | 13 | Host of a self-titled talk show who hosted the 1999 and 2000 Grammy ceremonies: 2 wds. |
| 35% | BILLMAHER | 9 | "Real Time" host who owns a minority share of the New York Mets: 2 wds. |
| 35% | CHRISHARRISON | 13 | Host of the game show "Who Wants to Be a Millionaire": 2 wds. |
| 35% | ALTONBROWN | 10 | American chef, who is the host of popular shows like "Good Eats" and "Iron Chef America": 2 wds. |
| 35% | MARENMORRIS | 11 | "My Church" singer who won the 2016 CMA New Artist of the Year award: 2 wds. |
| 35% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 35% | KEITHURBAN | 10 | "Blue Ain't Your Color" singer who hosted the socially distant 2020 Academy of Country Music Awards: 2 wds. |
| 35% | BRETTELDREDGE | 13 | "Lose My Mind" singer who won the 2014 CMA New Artist of the Year award: 2 wds. |
| 35% | TAYLORSWIFT | 11 | "Shake It Off" singer who won the 2007 CMA New Artist of the Year award: 2 wds. |
| 35% | JAMESCORDEN | 11 | English late night show host who was the co-creator of BBC's Gavin & Stacey: 2 wds. |
| 35% | AHMADRASHAD | 11 | Former NFL wide receiver who hosted the game show "Tug of Words" from 2021-2022: 2 wds. |
| 35% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds. |
| 34% | MITCHLANDRIEU | 13 | Former mayor of New Orleans honored with the 2018 John F. Kennedy Profile in Courage Award (2 wds.) |
| 34% | BRIANDABOLL | 11 | New York Giants coach who won the 2022 Associated Press NFL Coach of the Year Award (2 wds.) |
| 34% | MILTONBERLE | 11 | Early TV variety show host who was a charter inductee into the Television Hall of Fame: 2 wds. |