| 100% | TONYHAWK | 8 | Legendary skateboarder who completed the first recorded 900: 2 wds. |
| 41% | ONEEYEDWILLY | 12 | Legendary pirate who hid the treasure in "The Goonies": 2 wds. |
| 40% | BARBARAANN | 10 | 1965 Beach Boys hit that was first recorded by the Regents: 2 wds. |
| 39% | MARKMCGWIRE | 11 | A's first baseman who held the MLB rookie season home run record (49) until September 2017: 2 wds. |
| 39% | CANDICEBERGEN | 13 | Actress who was the first female host of "Saturday Night Live": 2 wds. |
| 38% | MARIECURIE | 10 | Scientist who was the first female professor at the University of Paris: 2 wds. |
| 38% | 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.) |
| 38% | VIOLADAVIS | 10 | American actress who completed the Triple Crown of Acting in 2016 (2 wds.) |
| 38% | GLENDAJACKSON | 13 | British actress who completed the Triple Crown of Acting in 2018 (2 wds.) |
| 38% | URSULAANDRESS | 13 | Swiss actress who played the first Bond girl in "Dr. No": 2 wds. |
| 37% | TINATHOMPSON | 12 | WNBA legend who held the scoring record before 18-Across: 2 wds. |
| 37% | YURIGAGARIN | 11 | Russian who was the first person to travel into space and orbit the earth (1961): 2 wds. |
| 37% | AMELIAEARHART | 13 | Aviation pioneer who was the first woman to fly solo across the Atlantic: 2 wds. |
| 37% | SIMONEMANUEL | 12 | Swimmer who tied the Olympic record in the 100-meter freestyle in Rio: 2 wds. |
| 37% | ROSALYNNCARTER | 14 | First Lady who wrote the 1984 memoir "First Lady From Plains": 2 wds. |
| 37% | REDSKULL | 8 | Villain who recovered the Tesseract in "Captain America: The First Avenger": 2 wds. |
| 36% | NAOMICAMPBELL | 13 | British supermodel who was the first Black model on the cover of Vogue France: 2 wds. |
| 36% | BETTYFORD | 9 | First Lady who wrote the 1978 memoir "The Times of My Life": 2 wds. |
| 36% | REGGIEJACKSON | 13 | Future Yankees star who hit the first Oakland A's homer (1968): 2 wds. |
| 36% | MICHAELPHELPS | 13 | Swimmer who broke the record for most total Olympic medals in Rio: 2 wds. |
| 36% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 36% | ROALDAMUNDSEN | 13 | Norwegian explorer who led the first expedition to the South Pole in the early 1900s: 2 wds. |
| 36% | WARRENMOON | 10 | Undrafted quarterback who was the first African American quarterback inducted into the Hall of Fame: 2 wds. |
| 36% | JENNADEWAN | 10 | "Step Up" actress who was the first host of "World of Dance": 2 wds. |
| 35% | CHARLESKURALT | 13 | Journalist who was the first host of 48-Across (2 wds.) |
| 35% | CHEVYCHASE | 10 | Comedian who was the first host of 31-Across (2 wds.) |
| 35% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 35% | HALLEBERRY | 10 | "Swordfish" actress who was the first runner-up in the Miss USA pageant in 1986: 2 wds. |
| 35% | SHERYLSWOOPES | 13 | Openly gay basketballer who was the first woman to be signed by the WNBA: 2 wds. |
| 35% | TENZINGYATSO | 12 | 14th Dalai Lama who was the first Tibetan to win the Nobel Peace Prize: 2 wds. |