| 100% | NKJEMISIN | 9 | First author to win a Hugo Award for every book in a trilogy |
| 56% | LIUCIXIN | 8 | Author who, in 2015, became the first Asian to win the Hugo Award for Best Novel, for “The Three-Body Problem” |
| 51% | DIAHANNCARROLL | 14 | First Black performer to win a Tony Award for Lead Actress in a Musical, for "No Strings" in 1962: 2 wds. |
| 51% | JAMESEARLJONES | 14 | First Black performer to win a Tony Award for Lead Actor in a Play, for "The Great White Hope" in 1969: 3 wds. |
| 50% | 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. |
| 50% | SALESMAN | 8 | "Death of a ___," first ever play to win a Tony Award for Best Production in four different years |
| 49% | JKROWLING | 9 | First person to win a Smarties Prize, for children's books, three years in a row |
| 47% | JESMYNWARD | 10 | In 2017, she became the first woman to win two National Book Awards for fiction |
| 45% | AWKWAFINA | 9 | First Asian-American woman to win a Golden Globe for lead actress in a film |
| 44% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 43% | ANNE | 4 | Sci-fi writer McCaffrey, who was the first woman to win a Hugo for fiction |
| 42% | MARY | 4 | ___ Martin, first Broadway actress to win a Tony Award for playing someone of the opposite sex |
| 42% | WYNTONMARSALIS | 14 | First musician to win Grammy Awards for both a jazz and a classical recording |
| 40% | SERIAL | 6 | First podcast to win a Peabody Award (2015) |
| 38% | DIVERGENT | 9 | First book in a trilogy by Veronica Roth |
| 38% | JASONMOTT | 9 | Author who won the 2021 National Book Award for Fiction for "Hell of a Book": 2 wds. |
| 37% | MIA | 3 | "Go for the Goal: A Champion's Guide to Winning in Soccer and Life" author Hamm |
| 37% | 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. |
| 37% | CARDIB | 6 | First woman to win a Grammy for Best Rap Album as a solo artist |
| 37% | STEPHENKING | 11 | "Carrie" author who won a 1996 O. Henry Award for his short story "The Man in the Black Suit": 2 wds. |
| 37% | EBERT | 5 | First film critic to win a Pulitzer Prize for criticism |
| 37% | LUISE | 5 | Rainer who was the first person to win two Academy Awards for acting |
| 37% | EDITH | 5 | Wharton who was the first woman to win a Pulitzer Prize for fiction |
| 37% | FLANAGAN | 8 | Richard ___, author who won the Man Booker Prize in 2014 for "The Narrow Road to the Deep North" |
| 37% | CARDIB | 6 | First woman to win a Grammy for Best Rap Album as a solo artist (2 wds.) |
| 36% | SUTTON | 6 | Broadway star Foster who won two Tony Awards for Best Actress in a Musical |
| 36% | LOSEYOURSELF | 12 | First rap track to win the Academy Award for Best Original Song |
| 36% | HELLODOLLY | 10 | 2017 Broadway revival for which 41-Across won a Tony Award for Best Actress in a Musical (2 wds) |
| 36% | 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.) |
| 36% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |