| 100% | GEOFFREYRUSH | 12 | "Shine" star who was the first Australian to be nominated for Oscars in two acting categories (2 wds.) |
| 73% | CATEBLANCHETT | 13 | "Blue Jasmine" and "The Aviator" star who was the first Australian to win Oscars in two acting categories (2 wds.) |
| 65% | NICOLEKIDMAN | 12 | "Moulin Rouge!" and "The Hours" star who was the first Australian to win an Oscar for Best Actress and the first to be nominated in consecutive years (2 wds.) |
| 58% | ANGELA | 6 | Bassett who was the first person to be nominated for an Oscar for acting in a Marvel movie |
| 52% | ALBERTFINNEY | 12 | "Murder on the Orient Express" (1974) star who is the only actor to be nominated for an Oscar for playing Hercule Poirot (2 wds.) |
| 51% | GWENJORGENSEN | 13 | American distance runner and two-time ITU World Champion who was the first to win a triathlon gold for USA in the Olympics: 2 wds. |
| 50% | MARGARETCOURT | 13 | Australian tennis player who was the first woman to win the Grand Slam in the Open Era: 2 wds. |
| 47% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 46% | RICHARDPRYOR | 12 | "Silver Streak" star who was awarded the very first Mark Twain Prize for American Humor in 1998: 2 wds. |
| 45% | CLEO | 4 | British singer Laine who is the only woman to be nominated for Grammys in the jazz, popular, and classical music categories |
| 45% | AVADUVERNAY | 11 | "Selma" director who was the first African-American woman nominated for a Best Picture Oscar (2 wds.) |
| 45% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 45% | SIDNEYPOITIER | 13 | 15-Across, 30-Across, and "Lilies of the Field" star who was the first Black man to win an Academy Award for Best Actor (2 wds.) |
| 44% | MAHERSHALAALI | 13 | First black actor to win two Oscars in the same category, and only the second to win two competitive Oscars: 2 wds. |
| 44% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 44% | RALPHFIENNES | 12 | "The English Patient" actor, who plays officer Amon Goth in 33a, a role for which he was nominated for the Oscars: 2 wds. |
| 44% | LUISE | 5 | Rainer who was the first person to win two Academy Awards for acting |
| 43% | LUPITANYONGO | 12 | "12 Years a Slave," 18-Across, and 32-Across star who was the first Kenyan-Mexican actress to win an Oscar (2 wds.) |
| 43% | SEATTLESLEW | 11 | 1977 Triple Crown winner who was the first American champion to have been undefeated in previous races: 2 wds. |
| 43% | 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.) |
| 43% | KERIRUSSELL | 11 | "The Americans" star who was nominated for the 2017 Emmy Award for Outstanding Lead Actress in a Drama Series (2 wds.) |
| 43% | LISALESLIE | 10 | Basketball Hall of Fame inductee who was the first player to dunk in a WNBA game: 2 wds. |
| 43% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 43% | SOFIACOPPOLA | 12 | "Lost in Translation" director who was the third woman nominated for a Best Director Oscar (2 wds.) |
| 43% | NAOMIWATTS | 10 | Two-time Oscar-nominated actress who starred in the 2005 movie "King Kong": 2 wds. |
| 42% | ROBINWRIGHT | 11 | "House of Cards" star who was nominated for the 2017 Emmy Award for Outstanding Lead Actress in a Drama Series (2 wds.) |
| 42% | FRANKSINATRA | 12 | Actor in the Best Picture winner "From Here to Eternity" who was nominated for seven Album of the Year Grammys: 2 wds. |
| 42% | JOHNMADDEN | 10 | Football player turned broadcaster who was the first one to have worked for all of the "Big Four" TV networks: 2 wds. |
| 42% | THEBEATLES | 10 | "I Want to Hold Your Hand" and "She Loves You" group who in 1964 became the first ever to be simultaneously #1 and #2 with their first two hits: 2 wds. |
| 42% | LLEYTONHEWITT | 13 | Australian tennis player who, at 20, was the youngest man to be ranked #1 in singles: 2 wds. |