| 100% | OOO | 3 | "Hollywood Squares" win |
| 86% | OOO | 3 | Winning "Hollywood Squares" line |
| 84% | OOO | 3 | Win on "Hollywood Squares" |
| 84% | OOO | 3 | Win on “Hollywood Squares” |
| 66% | FAIR | 4 | "We won ___ and square" |
| 64% | PETERMARSHALL | 13 | Host of "The Hollywood Squares" from 1966-1981: 2 wds. |
| 62% | PEGS | 4 | Square ones won't fit into round holes |
| 61% | EMMASTONE | 9 | Hollywood actress, won an Oscar for La La Land |
| 58% | TAC | 3 | "Hollywood Squares" square |
| 58% | XES | 3 | "Hollywood Squares" symbols |
| 58% | OOO | 3 | "Hollywood Squares" line |
| 58% | PANELIST | 8 | "hollywood squares" regular |
| 56% | AGREE | 5 | "Hollywood Squares" answer choice |
| 55% | ILOST | 5 | "___ fair and square" ("They won by fair means."): 2 wds |
| 55% | PEG | 3 | A square one won’t fit in a round hole |
| 54% | TIC | 3 | Opening in "Hollywood Squares" |
| 54% | LYNDE | 5 | Old "Hollywood Squares" celeb |
| 54% | LYNDE | 5 | Old "Hollywood Squares" regular |
| 54% | LYNDE | 5 | Paul of "Hollywood Squares" |
| 54% | OOO | 3 | Line on "Hollywood Squares" |
| 54% | ROSEMARIE | 9 | Longtime "Hollywood Squares" regular |
| 54% | CHARO | 5 | Mononymous “Hollywood Squares” regular |
| 52% | CHARO | 5 | Single-named "Hollywood Squares" regular |
| 52% | CHARO | 5 | One-named "Hollywood Squares" panelist |
| 51% | TAC | 3 | Part of a "Hollywood Squares" winner |
| 51% | LYNDE | 5 | Paul of the old "Hollywood Squares" |
| 50% | OSCAR | 5 | Hollywood award that Elton John won twice for Best Original Song, in 1994 and 2019 |
| 50% | CORPUSCHRISTI | 13 | "Miss ___," the title won by 18a before she moved to Hollywood: 2 wds. |
| 44% | THREEPEAT | 9 | Win-win-win? |
| 44% | LOSES | 5 | Doesn't win |