| 100% | LAMAR | 5 | Rapper/producer who won the 2018 Pulitzer for Music |
| 61% | SHAW | 4 | Caroline who won the 2013 Pulitzer Prize for Music |
| 52% | CARDIB | 6 | "Up" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist twice: 2 wds. |
| 51% | NICKIMINAJ | 10 | "Anaconda" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times: 2 wds. |
| 51% | IGGYAZALEA | 10 | "Fancy" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist in 2014: 2 wds. |
| 51% | PERLE | 5 | George who won a 1986 Pulitzer for music |
| 51% | SARA | 4 | Teasdale who won the Pulitzer for "Love Songs" |
| 50% | EMINEM | 6 | "Lucky You" rapper who won the American Music Award for Favorite Rap/Hip-Hop Artist four times |
| 50% | LORNEMICHAELS | 13 | "SNL" producer who won the Mark Twain Prize for American Humor in 2004: 2 wds. |
| 49% | ALISON | 6 | Lurie who won the Pulitzer Prize for the novel “Foreign Affairs” |
| 49% | ALESSIA | 7 | Cara who won the Grammy for Best New Artist in 2018 |
| 49% | LAMAR | 5 | Rapper Kendrick who won a Pulitzer Prize in 2018 |
| 49% | TARTT | 5 | Author who won the 2014 Pulitzer Prize for Fiction |
| 49% | DAVIDYAZBEK | 11 | 30-Across writer/composer who won the 2018 Tony Award for Best Original Score (2 wds.) |
| 49% | SHALES | 6 | Tom who won the Pulitzer Prize for Criticism for his WaPo work |
| 49% | SHEERAN | 7 | Ed who won the Grammy for Best Pop Vocal Album in 2018 |
| 49% | ROREM | 5 | Composer who won a Pulitzer for "Air Music" |
| 48% | JOSHUACOHEN | 11 | Author who won the Pulitzer Prize for fiction for “The Netanyahus” (May, 2022) |
| 48% | DONNATARTT | 10 | Mississippi novelist who won the Pulitzer Prize for Fiction in 2014 (2 wds.) |
| 48% | MILLER | 6 | Arthur ___, 20th-century playwright who won the Pulitzer Prize for Drama in 1949 |
| 48% | DAMN | 4 | Kendrick Lamar's album that was awarded the 2018 Pulitzer Prize for Music |
| 48% | JUNOT | 5 | Díaz who won the 2008 Pulitzer Prize for Fiction |
| 48% | KATRINALENK | 11 | 30-Across singer/actress who won the 2018 Tony Award for Best Actress in a Musical (2 wds.) |
| 48% | HIT | 3 | ___-Boy, hip hop music producer who won a Grammy for "Racks in the Middle" |
| 48% | EMINEM | 6 | Rapper who won the Oscar for Best Original Song for "Lose Yourself" |
| 48% | QUINCYJONES | 11 | "Thriller" producer who won the 1982, 1984, and 1991 Grammys for Producer of the Year, Non-Classical: 2 wds. |
| 48% | DAMN | 4 | Kendrick Lamar album that won the Pulitzer Prize for Music |
| 48% | WHARTON | 7 | Edith who won a Pulitzer for The Age of Innocence |
| 48% | ADAM | 4 | Novelist Johnson who won the 2012 Pulitzer Prize for fiction |
| 47% | THEWEEKND | 9 | 16-Across and 34-Across singer who won the 2018 Best Urban Contemporary Album Grammy for "Starboy" (2 wds.) |