| 100% | DAVIDLETTERMAN | 14 | Former "Late Show" host who presented Conan O'Brien with the 2025 Twain Prize: 2 wds. |
| 49% | JAYLENO | 7 | Former "Tonight Show" host who was awarded the Mark Twain Prize in 2014: 2 wds. |
| 46% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 45% | ADAMSANDLER | 11 | "Click" actor who roasted 2025 Twain Prize honoree Conan O'Brien: 2 wds. |
| 41% | JAMESCORDEN | 11 | Former "The Late Late Show" host who plays No Name in "Smurfs": 2 wds. |
| 40% | JAMESCORDEN | 11 | "The Late Late Show with ___" host, who voices Hi-5 in "The Emoji Movie": 2 wds. |
| 40% | WILLFERRELL | 11 | "Elf" actor who roasted 2025 Mark Twain Prize for American Humor honoree Conan O'Brien: 2 wds. |
| 39% | RICKILAKE | 9 | Former talk show host who premiered her documentary "Weed the People" at the SXSW festival in Austin: 2 wds. |
| 39% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 39% | JAYPHAROAH | 10 | Former "SNL" comedian who hosts the Fox game show "The Quiz With Balls": 2 wds. |
| 38% | MICHELLEWOLF | 12 | Former Netflix variety show host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 38% | JAMESCORDEN | 11 | "The Late Late Show" host who voices the title character in 18-Across: 2 wds. |
| 38% | CRAIGFERGUSON | 13 | Former "The Late Late Show" host who had a 2017 Netflix comedy special called "Tickle Fight": 2 wds. |
| 37% | JIMMYKIMMEL | 11 | Late-night talk show host who voiced the father in "The Boss Baby": 2 wds. |
| 37% | CONANOBRIEN | 11 | Former late-night host who plays Andy Warhol in "Weird: The Al Yankovic Story" (2 wds.) |
| 37% | JONSTEWART | 10 | Former "Daily Show" host who won a Spoken Word Grammy for "Earth (The Audiobook)": 2 wds. |
| 37% | JAMESCORDEN | 11 | English late night show host who was the co-creator of BBC's Gavin & Stacey: 2 wds. |
| 37% | CRAIGFERGUSON | 13 | Former late-night host who voices Gobber in the "How to Train Your Dragon" films (2 wds.) |
| 36% | STEPHENCOLBERT | 14 | American late night show host who wrote the book "I Am America (And So Can You!)": 2 wds. |
| 36% | JOHNOLIVER | 10 | Former "Daily Show" correspondent who hosts HBO's "Last Week Tonight": 2 wds. |
| 36% | JIMMYKIMMEL | 11 | American late night show host who was the co-host of Comedy Central's "The Man Show": 2 wds. |
| 36% | AHMADRASHAD | 11 | Former NFL wide receiver who hosted the game show "Tug of Words" from 2021-2022: 2 wds. |
| 36% | JAMESCORDEN | 11 | "The Late Late Show" host who voices Hi-5 in 32-Across: 2 wds. |
| 36% | JIMMYKIMMEL | 11 | Late-night talk show host who hosts the prime-time game show "Who Wants to Be a Millionaire": 2 wds. |
| 35% | JAMESCORDEN | 11 | "The Late Late Show with ___" host who voices another lead character in "Smallfoot'': 2 wds. |
| 35% | LENO | 4 | Former late-night host who wrote the autobiography "Leading With My Chin" |
| 35% | RICKILAKE | 9 | Former talk show host with a "watery" name: 2 wds. |
| 34% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 34% | JIMMYKIMMEL | 11 | ABC talk show host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 34% | CONANOBRIEN | 11 | TBS talk show host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |