| 100% | ALTHEA | 6 | Gibson who was the first person of color to win a tennis Grand Slam event |
| 67% | ALTHEAGIBSON | 12 | Tennis great who was the first person of color to win a Wimbledon championship (2 wds.) |
| 50% | ALTHEAGIBSON | 12 | In 1957, she became the first person of color to win a Wimbledon championship (2 wds.) |
| 46% | HAYES | 5 | Actress Helen who was the first person to win the Triple Crown of Acting |
| 46% | MARGARETCOURT | 13 | Australian tennis player who was the first woman to win the Grand Slam in the Open Era: 2 wds. |
| 45% | ALTHEA | 6 | Gibson who was first Black woman to win Grand Slam |
| 44% | STEFFIGRAF | 10 | Tennis player who is the only player (man or woman) to win a Grand Slam and Olympic gold medal in one year: 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.) |
| 42% | MARIE | 5 | Curie who was the first person to win two Nobel Prizes |
| 41% | ROD | 3 | Laver who is the only player to achieve a tennis Grand Slam twice |
| 41% | LUISE | 5 | Rainer who was the first person to win two Academy Awards for acting |
| 41% | ULRIC | 5 | German prelate who was the first person to be canonized, A.D. 993 |
| 41% | OMAR | 4 | Ilhan who was the first person to wear a hijab on the House floor |
| 41% | DIAMONDJIMBRADY | 15 | Tycoon who was the first person in New York City to own a car |
| 40% | TEBOW | 5 | Tim who was the first sophomore to win a Heisman |
| 40% | 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.) |
| 40% | SALONGA | 7 | Lea who was the first Asian actress to win a Tony |
| 40% | IRA | 3 | Songwriter Gershwin who was the first lyricist to win a Pulitzer |
| 40% | ANG | 3 | Lee who was the first Asian to win a best-director Oscar |
| 40% | TONYDUNGY | 9 | Hall-of-Famer who was the first Black head coach to win a 15 Across |
| 40% | ALTHEA | 6 | __ Gibson, first African-American to win a Grand Slam tennis title |
| 40% | POITIER | 7 | Sidney who was the first African-American to win a Best Actor Oscar |
| 40% | EDITH | 5 | Wharton who was the first woman to win a Pulitzer Prize for fiction |
| 40% | BASIE | 5 | Jazz great who was the first African-American man to win a Grammy |
| 40% | POITIER | 7 | Sidney who was the first African American to win a Best Actor Oscar |
| 39% | ANGELA | 6 | Bassett who was the first person to be nominated for an Oscar for acting in a Marvel movie |
| 39% | NYAD | 4 | Diana who was the first person to swim from Cuba to Florida without the aid of shark protection (2013) |
| 39% | VIOLA | 5 | Actress Davis who was the first African American to win the Triple Crown of Acting |
| 39% | SARAZEN | 7 | Gene who was the first man to win all four of golf’s modern majors |
| 39% | ANNE | 4 | Sci-fi writer McCaffrey, who was the first woman to win a Hugo for fiction |