| 100% | INWAR | 5 | "___, truth is the first casualty" (famous quote): 2 wds. |
| 55% | LEADOFF | 7 | Be the first baseball player to bat: 2 wds. |
| 52% | CYNTHIACOOPER | 13 | She was the first WNBA MVP: 2 wds. |
| 51% | SHERYLSWOOPES | 13 | She was the first player signed by a WNBA team: 2 wds. |
| 50% | CANDICEBERGEN | 13 | Actress who was the first female host of "Saturday Night Live": 2 wds. |
| 50% | MARIECURIE | 10 | Scientist who was the first female professor at the University of Paris: 2 wds. |
| 50% | JENNADEWAN | 10 | "Step Up" actress who was the first host of "World of Dance": 2 wds. |
| 49% | NANCYPELOSI | 11 | Democratic congresswoman from California who was the first female Speaker of the House: 2 wds. |
| 49% | AMELIAEARHART | 13 | Aviation pioneer who was the first woman to fly solo across the Atlantic: 2 wds. |
| 49% | ESPYAWARD | 9 | Ronda Rousey is the first mixed martial artist to win this athletic honor: 2 wds. |
| 49% | CANDICEBERGEN | 13 | "Murphy Brown" star who was the first female host of "Saturday Night Live": 2 wds. |
| 49% | NAMEOF | 6 | "What was the ___ your first pet?" (security question, usually): 2 wds. |
| 49% | SHERYLSWOOPES | 13 | Openly gay basketballer who was the first woman to be signed by the WNBA: 2 wds. |
| 49% | NAOMICAMPBELL | 13 | British supermodel who was the first Black model on the cover of Vogue France: 2 wds. |
| 49% | TENZINGYATSO | 12 | 14th Dalai Lama who was the first Tibetan to win the Nobel Peace Prize: 2 wds. |
| 49% | LOUGEHRIG | 9 | His #4 was the first number ever retired by Major League Baseball (Yankees, 1939): 2 wds. |
| 48% | YURIGAGARIN | 11 | Russian who was the first person to travel into space and orbit the earth (1961): 2 wds. |
| 48% | HALLEBERRY | 10 | "Swordfish" actress who was the first runner-up in the Miss USA pageant in 1986: 2 wds. |
| 48% | MUHAMMADYUNUS | 13 | Social entrepreneur and economist who was the first Bangladeshi to win the Nobel Peace Prize: 2 wds. |
| 48% | WARRENMOON | 10 | Undrafted quarterback who was the first African American quarterback inducted into the Hall of Fame: 2 wds. |
| 48% | MOMSMABLEY | 10 | Trailblazing African American who was the first female comedian to perform at the Apollo Theater: 2 wds. |
| 48% | SHERYLSWOOPES | 13 | Basketball Hall of Fame inductee who was the first player to sign with the WNBA: 2 wds. |
| 47% | ACADEMYAWARDS | 13 | 18-Across and 42-Across were the first Spanish actress and actor to win these honors: 2 wds. |
| 47% | NATEROBINSON | 12 | NBA point guard listed at 5'9" who was the first three-time slam dunk champion: 2 wds. |
| 47% | LISALESLIE | 10 | Basketball Hall of Fame inductee who was the first player to dunk in a WNBA game: 2 wds. |
| 47% | WAR | 3 | What truth is said to be the first casualty of |
| 47% | MARGARETCOURT | 13 | Australian tennis player who was the first woman to win the Grand Slam in the Open Era: 2 wds. |
| 47% | NAOMICAMPBELL | 13 | "American Horror Story: Hotel" actress who was the first black model on the cover of French Vogue : 2 wds. |
| 47% | IAM | 3 | "___ Mine," 2002 song written by Eddie Vedder which was the first single of the album "Riot Act": 2 wds. |
| 47% | ANNPRESTON | 10 | American physician and activist who was the first female dean of a medical school in the world: 2 wds. |