| 100% | CONANOBRIEN | 11 | TBS host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 94% | CONANOBRIEN | 11 | TBS talk show host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 80% | JIMMYKIMMEL | 11 | ABC host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 80% | MICHELLEWOLF | 12 | Netflix host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 77% | JIMMYKIMMEL | 11 | ABC talk show host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 76% | MICHELLEWOLF | 12 | Former Netflix variety show host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 56% | JOELMCHALE | 10 | "Community" comedian who was the featured entertainer at the 2014 White House Correspondents Dinner: 2 wds. |
| 56% | CECILYSTRONG | 12 | "Schmigadoon!" comedian who was the featured entertainer at the 2015 White House Correspondents Dinner: 2 wds. |
| 54% | TREVORNOAH | 10 | "The Daily Show" comedian who was the featured entertainer at the 2022 White House Correspondents Dinner: 2 wds. |
| 54% | OBRIEN | 6 | Comedian Conan who hosted the 2013 White House Correspondents Dinner |
| 45% | LENO | 4 | Jay who hosted the 2010 White House Correspondents' Dinner |
| 45% | KIMMEL | 6 | Comedian Jimmy who hosted the 2012 White House Correspondents Dinner |
| 45% | MCHALE | 6 | Comedian Joel who hosted the 2014 White House Correspondents Dinner |
| 45% | MEYERS | 6 | Comedian Seth who hosted the 2011 White House Correspondents Dinner |
| 44% | ELAYNE | 6 | Comic Boosler who hosted the 1993 White House Correspondents’ Dinner |
| 41% | CECILY | 6 | With 42-Across, comedian who hosted the 2015 White House Correspondents Dinner |
| 41% | DAVIDGREGORY | 12 | Former NBC News White House correspondent who hosted 42-Across from 2008 to 2014 (2 wds.) |
| 41% | 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. |
| 41% | AYESHARASCOE | 12 | Former NPR White House correspondent who is now host of NPR's "Weekend Edition Sunday" (2 wds.) |
| 39% | WANDASYKES | 10 | Comic who headlined the 2009 White House Correspondents' Dinner |
| 39% | KRISTENWELKER | 13 | White House correspondent who replaced Chuck Todd as moderator of 14-Across last month: 2 wds. |
| 38% | TAMARAKEITH | 11 | NPR White House correspondent who is also co-host of NPR's "Politics Podcast" (2 wds.) |
| 37% | MARIAHCAREY | 11 | Pop star who performed and cowrote the song at 19-/33-Across: 2 wds. |
| 37% | NOAH | 4 | Trevor who headlined the White House Correspondents' Dinner in April |
| 36% | MARILYNHORNE | 12 | Opera singer who performed at Clinton's 1993 inauguration and received the National Medal of Arts in 1992: 2 wds. |
| 36% | EASTROOM | 8 | Ceremonial location at the White House (2 wds.) |
| 36% | KERRISTRUG | 10 | American retired gymnast who performed the vault despite injuring her ankle at the 1996 Olympics: 2 wds. |
| 36% | BEYONCE | 7 | "Crazy in Love" singer who performed at the 2013 Super Bowl Halftime show |
| 35% | COLBERT | 7 | Memorable White House Correspondents' Dinner host of 2006 |
| 35% | ANDRADAY | 8 | Singer who performed "Stand Up for Something" at the 2018 Oscars, accompanied by Common and various activists: 2 wds. |