| 100% | CHARLESKURALT | 13 | Journalist who was the first host of 48-Across (2 wds.) |
| 76% | CHEVYCHASE | 10 | Comedian who was the first host of 31-Across (2 wds.) |
| 72% | JENNADEWAN | 10 | "Step Up" actress who was the first host of "World of Dance": 2 wds. |
| 69% | CANDICEBERGEN | 13 | Actress who was the first female host of "Saturday Night Live": 2 wds. |
| 68% | CANDICEBERGEN | 13 | "Murphy Brown" star who was the first female host of "Saturday Night Live": 2 wds. |
| 66% | BRIANWILLIAMS | 13 | American journalist who is the chief anchor on MSNBC and host of "The 11th Hour with ___": 2 wds. |
| 64% | KATIECOURIC | 11 | Journalist who was the first woman to guest-host "Jeopardy!" (2 wds.) |
| 62% | DAVID | 5 | Letterman who was the first host of 15-Across |
| 60% | MARIECURIE | 10 | Scientist who was the first female professor at the University of Paris: 2 wds. |
| 59% | AMELIAEARHART | 13 | Aviation pioneer who was the first woman to fly solo across the Atlantic: 2 wds. |
| 59% | NANCYPELOSI | 11 | Democratic congresswoman from California who was the first female Speaker of the House: 2 wds. |
| 59% | TINAFEY | 7 | Actress/writer who was the first woman to be head writer of "Saturday Night Live," and the third woman to host five times (2 wds.) |
| 59% | NAOMICAMPBELL | 13 | British supermodel who was the first Black model on the cover of Vogue France: 2 wds. |
| 58% | WARRENMOON | 10 | Undrafted quarterback who was the first African American quarterback inducted into the Hall of Fame: 2 wds. |
| 58% | KELLYCLARKSON | 13 | "Before Your Love" singer who was the first winner of 40-Across (2 wds.) |
| 58% | ALLEN | 5 | Steve who was the first host of "The Tonight Show" |
| 58% | MOHR | 4 | Jay who was the first host of "Last Comic Standing" |
| 58% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 58% | NAOMICAMPBELL | 13 | "American Horror Story: Hotel" actress who was the first black model on the cover of French Vogue : 2 wds. |
| 58% | ANNPRESTON | 10 | American physician and activist who was the first female dean of a medical school in the world: 2 wds. |
| 57% | REGIS | 5 | Philbin who was the first host of "America's Got Talent" |
| 57% | MEL | 3 | Allen who was the first host of "This Week in Baseball" |
| 57% | PATSYCLINE | 10 | American singer (birthday today) who was the first female solo artist inducted to the Country Music Hall of Fame: 2 wds. |
| 57% | TAYLORSWIFT | 11 | Multiple Grammy-winning singer-songwriter who is the first-ever recipient of Billboard's Woman of the Decade Award: 2 wds. |
| 57% | RICKEYJACKSON | 13 | Former American Football linebacker (birthday today) who was the first Saints player elected to Pro Football Hall of Fame: 2 wds. |
| 56% | ANDERSONCOOPER | 14 | CNN journalist who hosted the original ABC version of "The Mole": 2 wds. |
| 56% | JOHNMADDEN | 10 | Football player turned broadcaster who was the first one to have worked for all of the "Big Four" TV networks: 2 wds. |
| 56% | KATIECOURIC | 11 | American journalist who is the Yahoo! Global News Anchor, and hosted important shows such as "Today" and "CBS Evening News": 2 wds. |
| 56% | ALTONBROWN | 10 | American chef, who is the host of popular shows like "Good Eats" and "Iron Chef America": 2 wds. |
| 56% | 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. |