| 100% | ANNPATCHETT | 11 | 15-Across and 43-Across writer who won the Orange Prize for Fiction and the PEN/Faulkner Award for Fiction for "Bel Canto" (2 wds.) |
| 59% | JAMESMCBRIDE | 12 | 15-Across and 47-Across writer who won the 2013 National Book Award for Fiction for "The Good Lord Bird" (2 wds.) |
| 59% | SUSANCHOI | 9 | 15-Across and 33-Across writer who won the 2019 National Book Award for Fiction for her novel "Trust Exercise" (2 wds.) |
| 46% | ROBERTFROST | 11 | 17-Across and 26-Across writer who is the only person to win four Pulitzer Prizes for Poetry (2 wds.) |
| 46% | WILLIAMSTYRON | 13 | Novelist who won the National Book Award for Fiction for 15-Across (2 wds.) |
| 45% | SAMSHEPARD | 10 | Writer, actor, and director who won a Pulitzer Prize for the play "Buried Child" (2 wds.) |
| 45% | 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.) |
| 44% | NORMANMAILER | 12 | "The Executioner's Song" novelist who won Pulitzer Prizes for both Fiction and General Nonfiction: 2 wds. |
| 44% | HILARYMANTEL | 12 | English writer who has won two Man Booker Prizes for her novels "Wolf Hall" and "Bring Up The Bodies": 2 wds. |
| 44% | GABRIELLEZEVIN | 14 | 16-Across and 28-Across writer whose novel "Tomorrow, and Tomorrow, and Tomorrow" won the Goodreads Choice Award Winner for Best Fiction in 2022 (2 wds.) |
| 44% | EANNIEPROULX | 12 | 17-Across and 38-Across novelist who won the 1994 Pulitzer Prize for Fiction for "The Shipping News" (3 wds.) |
| 43% | MARGARETATWOOD | 14 | Author who won the Booker Prize for "The Blind Assassin" and "The Testaments": 2 wds. |
| 43% | THEREIVERS | 10 | "___: A Reminiscence," the last novel by William Faulkner that won the Pulitzer Prize for Fiction: 2 wds. |
| 43% | DONNATARTT | 10 | Mississippi novelist who won the Pulitzer Prize for Fiction in 2014 (2 wds.) |
| 42% | TONIMORRISON | 12 | 18-Across and 32-Across novelist who won the 1993 Nobel Prize for Literature (2 wds.) |
| 42% | EMILYHENRY | 10 | 18-Across, 26-Across, and 35-Across novelist who won the 2021, 2022, and 2023 Goodreads Choice Award for Best Romance (2 wds.) |
| 42% | 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.) |
| 42% | LUKECOMBS | 9 | 15-Across and 33-Across singer who won the 2019 Country Music Association's New Artist of the Year Award (2 wds.) |
| 42% | NNEDIOKORAFOR | 13 | 15-Across and 32-Across novelist who won a Hugo Award and a Nebula Award for "Binti" (2 wds.) |
| 42% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 41% | THORNTONWILDER | 14 | "Our Town" playwright who won Pulitzer Prizes for both Drama and Fiction: 2 wds. |
| 41% | ASBRAVEASYOU | 12 | 29-Across novel that won the Kirkus Prize in 2016 and the NAACP Image Award for Outstanding Literary Work for Youth/Teen in 2017 (4 wds.) |
| 41% | CHARLESYU | 9 | Author who won the 2020 National Book Award for Fiction for "Interior Chinatown": 2 wds. |
| 41% | SUSANCHOI | 9 | Author who won the 2019 National Book Award for Fiction for "Trust Exercise": 2 wds. |
| 41% | PEABOBRYSON | 11 | Singer/songwriter who won Grammy Awards for 34-Across and the "Beauty and the Beast" theme (2 wds.) |
| 41% | TESSGUNTY | 9 | Author who won the 2022 National Book Award for Fiction for "The Rabbit Hutch": 2 wds. |
| 40% | EDDIEMURPHY | 11 | "The Nutty Professor" actor and "SNL" star who won the Mark Twain Prize for American Humor in 2015: 2 wds. |
| 40% | JASONMOTT | 9 | Author who won the 2021 National Book Award for Fiction for "Hell of a Book": 2 wds. |
| 40% | ANNAQUINDLEN | 12 | "One True Thing," 14-Across, and 26-Across/29-Across novelist who won the Pulitzer Prize for Commentary in 1992 (2 wds.) |
| 40% | DAVIDYAZBEK | 11 | 30-Across writer/composer who won the 2018 Tony Award for Best Original Score (2 wds.) |