| 100% | POORME | 6 | "I am fortune's fool!" |
| 100% | ROMEO | 5 | "O, I am fortune's fool!" speaker |
| 100% | ROMEO | 5 | "O, I am fortune's fool!" declarer |
| 100% | ROMEO | 5 | "Oh, I am fortune's fool!" speaker |
| 91% | ROMEO | 5 | "I am Fortune's fool" speaker |
| 57% | SAMMYDAVISJR | 12 | "What Kind of Fool Am I" singer |
| 55% | NEWLEY | 6 | Anthony who sang "What Kind of Fool Am I" |
| 54% | SILLYME | 7 | "What a fool I am!" |
| 54% | SILLYME | 7 | “I am a fool!” |
| 53% | SMILE | 5 | Fortune ___s on someone: being lucky |
| 52% | WHATIAM | 7 | I Am __ from Herman's La Cage Aux Folles |
| 52% | LITTLEBOY | 9 | "When I was a ___ ..." (storyteller's start) |
| 52% | NEWLEY | 6 | Anthony who won a Grammy for "What Kind of Fool Am I?" |
| 51% | TREES | 5 | "Poems are made by fools like me" poem |
| 51% | TREES | 5 | "Poems are made by fools like me" work |
| 51% | DONNE | 5 | “I am two fools, I know, / For loving, and for saying so / In whining Poetry” writer |
| 51% | ETTA | 4 | “Fool That I Am” singer James |
| 51% | ETTA | 4 | "Fool That I Am" singer James |
| 51% | SLAIN | 5 | "O, I am ___!" (Polonius's last words) |
| 51% | ALAD | 4 | When I was ___ ("H.M.S. Pinafore" song) |
| 50% | WARREN | 6 | I am the CEO of Berkshire Hathaway and have pledged to give away 99% of my fortune to philanthropic causes |
| 50% | YES | 3 | I will |
| 49% | IAM | 3 | "O, __ fortune's fool!": Romeo |
| 49% | OWEBACKTAXES | 12 | Be indebted to the I.R.S. |
| 49% | THATSME | 7 | "Here's where I am" |
| 49% | ABOY | 4 | Beyoncé’s “If I Were —” |
| 49% | ABOY | 4 | Beyoncé's "If I Were ___" |
| 49% | CECIL | 5 | I am TV's sea serpent and Beany-boy's dearest friend |
| 49% | LET | 3 | "___ me be!" |
| 48% | SLAIN | 5 | “O, I am ___” (Polonius’s last words, in “Hamlet”) |