| 100% | III | 3 | Jealous eponymous Shakespeare lead, Richard __ |
| 34% | THE | 3 | Lead of multiple Shakespeare plays |
| 33% | OTHELLO | 7 | Shakespeare play about a jealous husband |
| 33% | PERICLES | 8 | Shakespeare's eponymous Prince of Tyre |
| 33% | CYMBELINE | 9 | Shakespeare's eponymous King of Britain |
| 31% | MID | 3 | Lead-in to “summer” in a Shakespeare title |
| 31% | III | 3 | The Richard in a Shakespeare title |
| 31% | CRUSADERS | 9 | Group led by Richard the Lionheart |
| 30% | BURBAGE | 7 | Richard, lead in the Lord Chamberlain's Men troupe |
| 30% | CARLISLE | 8 | Bishop who supported Richard II, in Shakespeare |
| 30% | AHORSE | 6 | Repeated cry from Richard III, in Shakespeare |
| 29% | LIKEIT | 6 | As You __, Shakespeare comedy with a female lead |
| 29% | BURTON | 6 | Richard —, Best Actor in a Leading Role Oscar nominee for Equus |
| 28% | III | 3 | Shakespeare's "Richard ___" |
| 28% | LEONTES | 7 | The jealous king in Shakespeare's A Winter's Tale |
| 27% | TODD | 4 | Richard —, Best Actor in a Leading Role Oscar nominee for The Hasty Heart |
| 26% | CAESAR | 6 | "Julius ___," 1953 Oscar-winning adaptation of the eponymous Shakespeare play, starring Marlon Brando as Mark Antony |
| 25% | MEAN | 4 | "Don't ___ Nothing," debut single by Richard Marx from his 1987 eponymous album |
| 25% | GWYNETH | 7 | & 1A Best Actress in a Leading Role Oscar winner for Shakespeare in Love |
| 24% | FIENNES | 7 | Lead actor in "Shakespeare in Love": Joseph __ |
| 24% | JOHNBRIGHT | 10 | 19th-century British statesman who led the Anti-Corn Law League with Richard Cobden |
| 23% | SABRINA | 7 | ___ Spellman, teen lead of the eponymous show who leads a double life as a witch |
| 23% | HOOD | 4 | Robin ___, lead character of the many eponymous movies who shares his name with a bird |
| 23% | BRIGHT | 6 | John —, 19th-century British statesman who led the Anti-Corn-Law League with Richard Cobden |
| 22% | BUFFY | 5 | ___ Summers, teen lead of the eponymous show who leads a double life as a vampire slayer |
| 22% | VENICE | 6 | "The Merchant of ___," 1969 short film directed by Orson Welles based on Shakespeare's eponymous play |
| 22% | PITCAIRN | 8 | 2014 stage play by Richard Bean about the mutineers of the Bounty led by Fletcher Christian |
| 22% | GREENWITHNV | 11 | Jealous |
| 22% | GREENEYED | 9 | Jealous |