| 100% | ALTHEAGIBSON | 12 | In 1957, she became the first person of color to win a Wimbledon championship (2 wds.) |
| 73% | ALTHEAGIBSON | 12 | Tennis great who was the first person of color to win a Wimbledon championship (2 wds.) |
| 50% | ALTHEA | 6 | Gibson who was the first person of color to win a tennis Grand Slam event |
| 50% | SUSANAMARTINEZ | 14 | In 2010, she became the first woman to be elected governor of New Mexico: 2 wds. |
| 50% | NIKKIHALEY | 10 | In 2010, she became the first woman to be elected governor of South Carolina: 2 wds. |
| 50% | SARAHPALIN | 10 | In 2006, she became the first woman to be elected governor of Alaska: 2 wds. |
| 49% | MANNYPACQUIAO | 13 | Filipino boxer who recently became the first person to hold a world title in four different decades: 2 wds. |
| 46% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 44% | ROALDAMUNDSEN | 13 | Norwegian explorer who in 1911 became the first person to reach the South Pole, one month ahead of 18-Across: 2 wds. |
| 44% | EVELYNASHFORD | 13 | The first track and field athlete to run 100 meters under 11 seconds in an Olympic Games and who has won a total of 5 Olympic medals: 2 wds. |
| 43% | MARIAHCAREY | 11 | "Fantasy" singer who recently became the first person to top the Billboard Hot 100 in four different decades: 2 wds. |
| 42% | YUTOHORIGOME | 12 | Japanese skateboarder who was the first person to win a gold medal in skateboarding at the Olympics, in men's street skateboarding in Tokyo in 2021 (2 wds.) |
| 41% | ALISTROKER | 10 | Actress who won a Tony for her role as Ado Annie in the 2019 Broadway revival of "Oklahoma!": 2 wds. |
| 40% | RICHARDBYRD | 11 | American explorer who in 1929 became the first person to fly over the South Pole: 2 wds. |
| 40% | JOHNSALLEY | 10 | First NBA player to win a championship in three different decades and who is also a vegan activist: 2 wds. |
| 40% | DANICAPATRICK | 13 | Racing great who became the first woman driver to win an Indy car race in April 2008 (2 wds.) |
| 39% | LEASALONGA | 10 | As Kim in “Miss Saigon,” she became the first Asian woman to win a Tony |
| 39% | JESMYNWARD | 10 | In 2017, she became the first woman to win two National Book Awards for fiction |
| 39% | PHYLICIARASHAD | 14 | First Black performer to win a Tony Award for Lead Actress in a Play, for "A Raisin in the Sun" in 2004: 2 wds. |
| 38% | ITO | 3 | In 1981, she became the first woman to land a triple-triple jump combination in competition |
| 38% | XGAMES | 6 | 2013 competition where Mitchie Brusco became the first person to land a 1080 at in the Big Air event |
| 38% | EDITHWHARTON | 12 | 13-Across and 25-Across writer who was the first woman to win a Pulitzer Prize in Literature, for her 1920 novel "The Age of Innocence" (2 wds.) |
| 38% | MAEJEMISON | 10 | The first Black female astronaut and winner of a National Achievement Scholarship in 1973: 2 wds. |
| 37% | ALTHEAGIBSON | 12 | First African-American woman to win the Women's Singles championship at Wimbledon (2 wds.) |
| 37% | VINCECARTER | 11 | Atlanta Hawks forward who recently became the first to play in the NBA in four different decades: 2 wds. |
| 36% | JOHNNYMANZIEL | 13 | First freshman to win the 15-Across, in 2012: 2 wds. |
| 36% | BECKER | 6 | Boris ___, German former tennis player nicknamed "Boom Boom" who became the first German to win the Wimbledon singles title in 1985 |
| 36% | MELISSAARNOT | 12 | Mountaineer who climbed Mount Everest six times and became the first woman to survive a descent without supplemental oxygen: 2 wds. |
| 36% | RACHELMADDOW | 12 | MSNBC host who won a 2021 Grammy for the audiobook of her nonfiction book "Blowout": 2 wds. |
| 36% | JIMKELLY | 8 | Buffalo Bills quarterback who never won a Super Bowl but is in the Hall of Fame: 2 wds. |