| 100% | ROSIEODONNELL | 13 | Host of a self-titled talk show who hosted the 1999 and 2000 Grammy ceremonies: 2 wds. |
| 55% | JONSTEWART | 10 | "The Daily Show" host who hosted the 2001 and 2002 Grammy ceremonies: 2 wds. |
| 54% | JONSTEWART | 10 | Comedian who was the host of "The Daily Show" till 2015, and has hosted 2 Grammy Award ceremonies: 2 wds. |
| 49% | ELLENDEGENERES | 14 | Talk show host and star of a 1990s ABC sitcom, whose title was her first name: 2 wds. |
| 47% | PHILDONAHUE | 11 | Pioneering daytime talk-show host who was a 2024 recipient of the Medal of Freedom: 2 wds. |
| 47% | BENSTILLER | 10 | Host of a 1990s sketch comedy show who starred in and wrote both "Zoolander" movies (2 wds.) |
| 46% | MARIEOSMOND | 11 | Singer and talk show host who has been a spokesperson for Nutrisystem: 2 wds. |
| 45% | JIMMYKIMMEL | 11 | Talk show host who recently hosted the Oscars for the second year in a row: 2 wds. |
| 45% | ROSIEODONNELL | 13 | American TV presenter and activist who has hosted several daytime television talk shows and was a moderator on "The View": 2 wds. |
| 44% | OPRAHWINFREY | 12 | TV talk show host who received the NAACP's Spingarn Medal in 2000: 2 wds. |
| 44% | JOSEPHCOTTEN | 12 | Actor who played a reporter and friend of the title character in 17-Across: 2 wds. |
| 44% | CHUCKBARRIS | 11 | TV program creator and host who wrote the memoir "Confessions of a Dangerous Mind": 2 wds. |
| 43% | RACHELMADDOW | 12 | MSNBC host who won a 2021 Grammy for the audiobook of her nonfiction book "Blowout": 2 wds. |
| 43% | ALTONBROWN | 10 | American chef, who is the host of popular shows like "Good Eats" and "Iron Chef America": 2 wds. |
| 43% | MILTONBERLE | 11 | Early TV variety show host who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 43% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 43% | DREWCAREY | 9 | Comedian and game show host who's maintained a weight loss of over 100 pounds since 2010: 2 wds. |
| 42% | DAVIDDUVAL | 10 | American pro golfer who was formerly World No.1, and posted a score of 59 in the 1999 Bob Hope Chrysler Classic: 2 wds. |
| 42% | CHRISHARRISON | 13 | Host of the game show "Who Wants to Be a Millionaire": 2 wds. |
| 42% | JIMMYKIMMEL | 11 | Late-night talk show host who hosts the prime-time game show "Who Wants to Be a Millionaire": 2 wds. |
| 42% | RUPAUL | 6 | Host of a self-titled 1990s talk show |
| 42% | HARRYSTYLES | 11 | "Sign of the Times" pop singer who released a self-titled #1 album in 2017: 2 wds. |
| 41% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 41% | JOHNOLIVER | 10 | Host of "Last Week Tonight" who was once a correspondent on "The Daily Show": 2 wds. |
| 41% | GEORGELOPEZ | 11 | Talk show host who plays a teacher in "Spare Parts": 2 wds. |
| 41% | JOHNNYCARSON | 12 | American talk show host and comedian who hosted "The Tonight Show" for three straight decades: 2 wds. |
| 41% | JONSTEWART | 10 | Former "Daily Show" host who won a Spoken Word Grammy for "Earth (The Audiobook)": 2 wds. |
| 41% | JONSTEWART | 10 | Host of "The Daily Show" between 28- and 17-Across (1999-2015): 2 wds. |
| 41% | PAULREISER | 10 | "Mad About You" costar who hosted the 1995 Grammy ceremony: 2 wds. |
| 40% | TAVISSMILEY | 11 | PBS talk show host who formerly had a show on NPR: 2 wds. |