| 100% | MICHELLEWOLF | 12 | Former Netflix variety show host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 77% | MICHELLEWOLF | 12 | Netflix host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 70% | JIMMYKIMMEL | 11 | ABC talk show host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 70% | CONANOBRIEN | 11 | TBS talk show host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 64% | JIMMYKIMMEL | 11 | ABC host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 64% | CONANOBRIEN | 11 | TBS host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 49% | TREVORNOAH | 10 | "The Daily Show" comedian who was the featured entertainer at the 2022 White House Correspondents Dinner: 2 wds. |
| 46% | JOELMCHALE | 10 | "Community" comedian who was the featured entertainer at the 2014 White House Correspondents Dinner: 2 wds. |
| 46% | CECILYSTRONG | 12 | "Schmigadoon!" comedian who was the featured entertainer at the 2015 White House Correspondents Dinner: 2 wds. |
| 37% | DAVIDGREGORY | 12 | Former NBC News White House correspondent who hosted 42-Across from 2008 to 2014 (2 wds.) |
| 37% | AYESHARASCOE | 12 | Former NPR White House correspondent who is now host of NPR's "Weekend Edition Sunday" (2 wds.) |
| 37% | LENO | 4 | Jay who hosted the 2010 White House Correspondents' Dinner |
| 37% | MILTONBERLE | 11 | Early TV variety show host who was a charter inductee into the Television Hall of Fame: 2 wds. |
| 36% | KIMMEL | 6 | Comedian Jimmy who hosted the 2012 White House Correspondents Dinner |
| 36% | MCHALE | 6 | Comedian Joel who hosted the 2014 White House Correspondents Dinner |
| 36% | MEYERS | 6 | Comedian Seth who hosted the 2011 White House Correspondents Dinner |
| 36% | OBRIEN | 6 | Comedian Conan who hosted the 2013 White House Correspondents Dinner |
| 36% | ELAYNE | 6 | Comic Boosler who hosted the 1993 White House Correspondents’ Dinner |
| 36% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 35% | HANNAHGADSBY | 12 | Australian comedian who performed stand-up in the 2018 Netflix comedy special subtitled "Nanette": 2 wds. |
| 35% | RICKILAKE | 9 | Former talk show host who premiered her documentary "Weed the People" at the SXSW festival in Austin: 2 wds. |
| 34% | JAYLENO | 7 | Former "Tonight Show" host who used to work at McDonald's: 2 wds. |
| 34% | CRAIGFERGUSON | 13 | Former "The Late Late Show" host who had a 2017 Netflix comedy special called "Tickle Fight": 2 wds. |
| 34% | DAVIDLETTERMAN | 14 | Former "Late Show" host who presented Conan O'Brien with the 2025 Twain Prize: 2 wds. |
| 34% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 34% | CECILY | 6 | With 42-Across, comedian who hosted the 2015 White House Correspondents Dinner |
| 34% | HASANMINHAJ | 11 | Former "Daily Show" correspondent who hosts "Patriot Act" on Netflix: 2 wds. |
| 33% | JAYLENO | 7 | Former "Tonight Show" host who was awarded the Mark Twain Prize in 2014: 2 wds. |
| 33% | MARTHAGRAHAM | 12 | American dancer who was the first dancer to perform at the White House and to receive the Presidential Medal of Freedom: 2 wds. |
| 32% | MARALIASSON | 11 | Former NPR White House correspondent who is now NPR's national political correspondent (2 wds.) |