| 100% | INGES | 5 | "William ___ play 'Picnic' earned him a Pulitzer Prize" |
| 52% | INGE | 4 | William, 1953 Pulitzer Prize winner for the Broadway play "Picnic" |
| 50% | INGE | 4 | William —, winner of the 1953 Pulitzer Prize for Drama for play Picnic |
| 49% | SAMSHEPARD | 10 | Writer, actor, and director who won a Pulitzer Prize for the play "Buried Child" (2 wds.) |
| 45% | AGEE | 4 | He won a posthumous Pulitzer Prize in 1958 |
| 45% | GWENDOLYNBROOKS | 15 | First black poet to win a Pulitzer Prize |
| 45% | MARSALIS | 8 | First jazz musician to win a Pulitzer Prize |
| 45% | EBERT | 5 | Film critic Roger who won a Pulitzer Prize |
| 45% | LAMAR | 5 | Kendrick with 13 Grammys and a Pulitzer Prize |
| 45% | MAUS | 4 | Only graphic novel to win a Pulitzer Prize |
| 45% | EBERT | 5 | First film critic to win a Pulitzer Prize |
| 44% | SAUL | 4 | Bellow with a Pulitzer Prize |
| 43% | WIT | 3 | Pulitzer Prize-winning play |
| 43% | KENNEDY | 7 | Only president to win a Pulitzer Prize |
| 42% | EDER | 4 | Richard ___ who won a Pulitzer Prize for Criticism |
| 42% | PYLE | 4 | Ernie with a Pulitzer Prize and Purple Heart |
| 42% | UPTON | 5 | Sinclair who won a Pulitzer Prize for Fiction |
| 42% | OLDS | 4 | Sharon who has a Pulitzer Prize for poetry |
| 41% | OSAGE | 5 | “August: ___ County” (Pulitzer Prize-winning play adapted into a 2013 film) |
| 41% | LAMAR | 5 | Rapper Kendrick who won a Pulitzer Prize in 2018 |
| 41% | WIT | 3 | 1999 Pulitzer Prize-winning play |
| 40% | ARROWSMITH | 10 | 1925 novel for which the author declined a Pulitzer Prize |
| 40% | FIORELLO | 8 | 1959 Broadway musical that won a Pulitzer Prize for drama |
| 40% | THEROAD | 7 | 2006 novel for which Cormac McCarthy won a Pulitzer Prize |
| 40% | SAM | 3 | Playwright Shepard who won a Pulitzer Prize for "Buried Child" |
| 40% | MAUS | 4 | Only graphic novel to win a Pulitzer Prize (awarded 1992) |
| 40% | EBERT | 5 | First film critic to win a Pulitzer Prize for criticism |
| 40% | TONI | 4 | Morrison who won a Pulitzer Prize for her novel "Beloved" |
| 40% | XXXXX | 5 | Protagonist of a Pulitzer-winning play |
| 40% | OBIE | 4 | Prize for a play |