| 100% | JONSTEWART | 10 | Comedian who was the host of "The Daily Show" till 2015, and has hosted 2 Grammy Award ceremonies: 2 wds. |
| 52% | JONSTEWART | 10 | "The Daily Show" host who hosted the 2001 and 2002 Grammy ceremonies: 2 wds. |
| 49% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 49% | ROSIEODONNELL | 13 | Host of a self-titled talk show who hosted the 1999 and 2000 Grammy ceremonies: 2 wds. |
| 49% | ALTONBROWN | 10 | American chef, who is the host of popular shows like "Good Eats" and "Iron Chef America": 2 wds. |
| 45% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 44% | TREVORNOAH | 10 | Former host of "The Daily Show" who was born in South Africa in 1984: 2 wds. |
| 44% | JONSTEWART | 10 | Host of "The Daily Show" between 28- and 17-Across (1999-2015): 2 wds. |
| 43% | JOHNOLIVER | 10 | Host of "Last Week Tonight" who was once a correspondent on "The Daily Show": 2 wds. |
| 43% | JOHNDENVER | 10 | Singer of "Take Me Home, Country Roads", who hosted 5 Grammy Award ceremonies: 2 wds. |
| 43% | NOVAKDJOKOVIC | 13 | Serbian tennis player who was Laureus sportsman of the year 2016 and 2015: 2 wds. |
| 42% | AIMEEMANN | 9 | Grammy award winning female bassist who has been named one of the world's top ten greatest living songwriters by NPR: 2 wds. |
| 42% | RUSSELLBRAND | 12 | Comedian and voice actor in "Despicable Me" who has his own podcast, ''Under the Skin'' which is a mix of intellectual interrogations: 2 wds. |
| 41% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 41% | LORNEMICHAELS | 13 | TV producer, writer and comedian, who is the creator and producer of SNL: 2 wds. |
| 41% | CHEVYCHASE | 10 | Comedian who was the first host of 31-Across (2 wds.) |
| 41% | ANGELINAJOLIE | 13 | "Changeling" and "Tomb Raider" actress who is the daughter of famed Academy Award recipient Jon Voight: 2 wds. |
| 40% | TAYLORSWIFT | 11 | Multiple Grammy-winning singer-songwriter who is the first-ever recipient of Billboard's Woman of the Decade Award: 2 wds. |
| 40% | CHRISHARRISON | 13 | Host of the game show "Who Wants to Be a Millionaire": 2 wds. |
| 40% | ARCHIEMANNING | 13 | Former American football quarterback who is the father of Peyton and Eli, both of whom have won two Super Bowls: 2 wds. |
| 40% | HOWARDCOSELL | 12 | Host of the investigative news show "ABC SportsBeat" who received the 1995 Arthur Ashe Courage Award: 2 wds. |
| 40% | ITZHAKPERLMAN | 13 | Tel Aviv-born violinist who was awarded the Presidential Medal of Freedom in 2015: 2 wds. |
| 40% | RAVISHANKAR | 11 | Sitar maestro who collaborated with "The Beatles" and who is the father of multiple Grammy-winning singer Norah Jones: 2 wds. |
| 40% | MARCOPOLO | 9 | Venetian explorer, who is known to be the first to have detailed accounts of travel to, and about China: 2 wds. |
| 40% | KENANTHOMPSON | 13 | "Saturday Night Live" comedian who hosted the People's Choice Awards in 2021 and 2022: 2 wds. |
| 40% | JAMESCORDEN | 11 | English late night show host who was the co-creator of BBC's Gavin & Stacey: 2 wds. |
| 40% | TERRYGROSS | 10 | Host and producer of NPR's "Fresh Air" who was honored with the 2003 Edward R. Murrow Award for Outstanding Contributions to Public Radio (2 wds.) |
| 40% | ROSIEODONNELL | 13 | American TV presenter and activist who has hosted several daytime television talk shows and was a moderator on "The View": 2 wds. |
| 39% | KELSEYGRAMMER | 13 | Actor who played Dr. Frasier Crane in "Frasier" and "Cheers", and hosted the 1998 Grammy Awards: 2 wds. |
| 39% | BRIANWILLIAMS | 13 | American journalist who is the chief anchor on MSNBC and host of "The 11th Hour with ___": 2 wds. |