| 100% | OSAGE | 5 | County in a Pulitzer-winning play title |
| 63% | TYRONES | 7 | Family in a Pulitzer-winning O’Neill play |
| 56% | IGUANA | 6 | Animal in a Tennessee Williams play title |
| 55% | ADANO | 5 | Title town in a 1945 Pulitzer-winning novel |
| 54% | OSAGE | 5 | Title county in a Meryl Streep movie |
| 51% | MEASURE | 7 | Word before and after "for" in a Shakespeare play title |
| 50% | XXXXX | 5 | Protagonist of a Pulitzer-winning play |
| 50% | JOAN | 4 | Title heroine in a Shaw play |
| 50% | AJAX | 4 | Title character in a Sophocles play |
| 50% | LEAR | 4 | Title king in a Shakespeare play |
| 50% | ADO | 3 | Word meaning "commotion" that appears in a Shakespeare play's title |
| 50% | ADANO | 5 | Title town in a 1945 Pulitzer winner |
| 50% | OSAGE | 5 | Pulitzer-winning play "August: ___ County" |
| 50% | SLOANE | 6 | Title role in a Joe Orton play |
| 50% | VANYA | 5 | Title relative in a classic Russian play |
| 50% | VANYA | 5 | Title uncle in a classic Russian play |
| 50% | TRU | 3 | Title role in a play about Capote |
| 49% | SOBIG | 5 | Dirk DeJong's nickname in a Pulitzer-winning 1924 novel |
| 49% | AUNTIEMAME | 10 | Play for which Peggy Cass won a Tony in 1957 |
| 49% | HARLAN | 6 | Kentucky county in a 1976 Oscar-winning documentary |
| 49% | AGEE | 4 | Author who won a posthumous Pulitzer in 1958 |
| 49% | ROMEO | 5 | Boy in the title of a Shakespeare play |
| 49% | AGEE | 4 | He won a posthumous Pulitzer Prize in 1958 |
| 49% | STREETCAR | 9 | Title conveyance in a 1947 Tennessee Williams play |
| 49% | PIM | 3 | Title "Mr." in a Milne play |
| 48% | CYRANO | 6 | Title role for which Christopher Plummer won a Tony in 1974 |
| 48% | PIMPERNEL | 9 | "Scarlet" flower in the title of a famous play |
| 48% | ROMEO | 5 | Young man in the title of a Shakespeare play |
| 48% | PLATINUM | 8 | County album by Miranda Lambert that won a Grammy Award in 2015 |
| 47% | ADO | 3 | Word after "Much" in the title of a Shakespeare play |