| 100% | MANNYPACQUIAO | 13 | Filipino boxer who recently became the first person to hold a world title in four different decades: 2 wds. |
| 60% | MARIAHCAREY | 11 | "Fantasy" singer who recently became the first person to top the Billboard Hot 100 in four different decades: 2 wds. |
| 51% | VINCECARTER | 11 | Atlanta Hawks forward who recently became the first to play in the NBA in four different decades: 2 wds. |
| 38% | RICHARDBYRD | 11 | American explorer who in 1929 became the first person to fly over the South Pole: 2 wds. |
| 36% | ROALDAMUNDSEN | 13 | Norwegian explorer who in 1911 became the first person to reach the South Pole, one month ahead of 18-Across: 2 wds. |
| 36% | ALTHEAGIBSON | 12 | In 1957, she became the first person of color to win a Wimbledon championship (2 wds.) |
| 34% | BUSTERDOUGLAS | 13 | Boxer who scored a huge upset in 1990 when he defeated Mike Tyson for the heavyweight title: 2 wds. |
| 34% | JOHNSALLEY | 10 | First NBA player to win a championship in three different decades and who is also a vegan activist: 2 wds. |
| 33% | RIDDICKBOWE | 11 | American heavyweight boxer who became the undisputed world champion by defeating Evander Holyfield in 1992: 2 wds. |
| 33% | LENNOXLEWIS | 11 | British-Canadian heavyweight boxer who became the undisputed world champion by defeating Evander Holyfield in 1999: 2 wds. |
| 33% | EMMA | 4 | Raducanu who recently became the first qualifier to win a Grand Slam singles final |
| 33% | 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.) |
| 32% | OLEKSANDRUSYK | 13 | Ukrainian heavyweight boxer who became the undisputed world champion by defeating Tyson Fury in May of this year: 2 wds. |
| 32% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 31% | JENWELTER | 9 | Veteran women's football player who recently became the NFL's first female coach: 2 wds. |
| 30% | VENUSWILLIAMS | 13 | First African-American woman to hold the world #1 ranking in tennis's Open era: 2 wds. |
| 30% | DANICAPATRICK | 13 | Racing great who became the first woman driver to win an Indy car race in April 2008 (2 wds.) |
| 30% | TIMOTHYBRADLEY | 14 | Former boxer with five world titles who followed a vegan diet for his fights from 2008 to 2015: 2 wds. |
| 30% | ALTHEAGIBSON | 12 | Tennis great who was the first person of color to win a Wimbledon championship (2 wds.) |
| 29% | MELISSAARNOT | 12 | Mountaineer who climbed Mount Everest six times and became the first woman to survive a descent without supplemental oxygen: 2 wds. |
| 29% | DEIONSANDERS | 12 | Only person to play in both the Super Bowl and the World Series: 2 wds. |
| 29% | LISALESLIE | 10 | Basketball Hall of Fame inductee who was the first player to dunk in a WNBA game: 2 wds. |
| 29% | SARAHPALIN | 10 | In 2006, she became the first woman to be elected governor of Alaska: 2 wds. |
| 29% | ANNPRESTON | 10 | American physician and activist who was the first female dean of a medical school in the world: 2 wds. |
| 29% | XGAMES | 6 | 2013 competition where Mitchie Brusco became the first person to land a 1080 at in the Big Air event |
| 29% | YURIGAGARIN | 11 | Russian who was the first person to travel into space and orbit the earth (1961): 2 wds. |
| 29% | SUSANAMARTINEZ | 14 | In 2010, she became the first woman to be elected governor of New Mexico: 2 wds. |
| 29% | NIKKIHALEY | 10 | In 2010, she became the first woman to be elected governor of South Carolina: 2 wds. |
| 29% | ONEOFTHEMGIRLS | 14 | 2020 Lee Brice hit about a guy "who'd trade his whole world" for the person in the song title: 4 wds. |
| 29% | ANGELA | 6 | Bassett who was the first person to be nominated for an Oscar for acting in a Marvel movie |