| 100% | LETTS | 5 | Pulitzer-winning playwright Tracy with roles in “The Post” and “Lady Bird” |
| 45% | AUGUSTWILSON | 12 | Playwright whose "Fences" and "The Piano Lesson" won the Pulitzer Prize for Drama in 1987 and 1990: 2 wds. |
| 39% | MAMET | 5 | David ___, American playwright who won the Pulitzer Prize in 1984 |
| 39% | RESTON | 6 | James, journalist who won the Pulitzer in 1945 and 1957 |
| 39% | PARK | 4 | "Sunday in the ___ with George," Broadway musical that won the Pulitzer Prize for Drama in 1985 |
| 39% | SAMSHEPARD | 10 | Playwright whose "Buried Child" won the Pulitzer Prize for Drama in 1979: 2 wds. |
| 38% | DAVIDMAMET | 10 | Playwright whose "Glengarry Glen Ross" won the Pulitzer Prize for Drama in 1984: 2 wds. |
| 38% | MILLER | 6 | Arthur ___, 20th-century playwright who won the Pulitzer Prize for Drama in 1949 |
| 38% | HBO | 3 | Network with the most Emmy wins in 2020, beating out Netflix and NBC |
| 37% | SESAME | 6 | With 29-Across, children's show starring Big Bird and Oscar the Grouch that debuted in 1969 |
| 37% | JUSTIN | 6 | With 35-Across, "Yummy" singer who won the Pop Album of the Year Juno in 2011 and 2016 |
| 37% | MELANIA | 7 | “___ and Me,” book sourced in part from surreptitious recordings of conversations with the First Lady (September, 2020) |
| 36% | FLOTUS | 6 | Lady bird, in the 1960s |
| 36% | EDITH | 5 | ___ Wharton, "The Age of Innocence" novelist and the first woman to win the Pulitzer Prize in Literature |
| 36% | LEONARDS | 8 | Pitts who won the 2004 Pulitzer for Commentary and Roberts who costarred in "Drumline: A New Beat" |
| 36% | EAGLE | 5 | Bird whose call is often dubbed over with the call of a red-tailed hawk, on TV and in movies |
| 36% | WOLESOYINKA | 11 | Nigerian playwright and novelist who was the first African honored with the Nobel Prize in Literature (2 wds.) |
| 36% | MARGARET | 8 | ___ Mitchell, novelist whose only novel "Gone with the Wind" won her a Pulitzer and a National Book Award |
| 36% | RICHARDWILBUR | 13 | American poet behind "Things of This World" who won the Pulitzer Prize in 1957 and 1989: 2 wds. |
| 36% | SANDYKOUFAX | 11 | Left-handed pitcher who won his fourth and final World Series with the Dodgers in 1965: 2 wds. |
| 35% | SHALLOW | 7 | Lady Gaga and Bradley Cooper song from "A Star Is Born" that won the Oscar for Best Original Song in 2019 |
| 35% | ROBERTFROST | 11 | American poet behind "A Witness Tree" who won the Pulitzer Prize in 1924, 1931, 1937 and 1943: 2 wds. |
| 35% | SHAWNJOHNSON | 12 | Gymnast who won season 8 and was runner-up in season 15 of "Dancing With the Stars": 2 wds. |
| 35% | JACKIE | 6 | Some call her the First Lady of American athletics and has won several Olympic medals in heptathlon and long jump |
| 35% | DOGHOUSE | 8 | In the __; in trouble and sleeping with the pooch |
| 34% | RHETT | 5 | Leading role in "Gone With the Wind" |
| 34% | NEIL | 4 | With 15-Across, "How I Met Your Mother" actor who won a 2014 Tony Award for starring in "Hedwig and the Angry Inch" |
| 34% | THELAW | 6 | In the song, Bobby Fuller fought it, and it won |
| 34% | MONAE | 5 | Singer Janelle with roles in "Moonlight" and "Hidden Figures" |
| 34% | ODEYA | 5 | Actress Rush of Lady Bird and The Giver |