| 100% | DAVIDSPADE | 10 | He played bad boss Russell Dunbar in "Rules of Engagement": 2 wds. |
| 54% | COLINFARRELL | 12 | He played bad boss Bobby Pellitt in "Horrible Bosses": 2 wds. |
| 46% | GLENNCLOSE | 10 | She played bad boss Cruella de Vil in "101 Dalmatians": 2 wds. |
| 44% | ELIJAHWOOD | 10 | He played Frodo in "The Lord of the Rings": 2 wds. |
| 43% | KEVINCOSTNER | 12 | He played Robin Hood in "Robin Hood: Prince of Thieves" (1991): 2 wds. |
| 42% | CHARLIEHUNNAM | 13 | He played King Arthur in 2017's "King Arthur: Legend of the Sword": 2 wds. |
| 42% | CHRISPRATT | 10 | He played Peter "Star-Lord" Quill in "Guardians of the Galaxy": 2 wds. |
| 41% | ERROL | 5 | With 54-Across, he played Robin Hood in "The Adventures of Robin Hood" (1938): 2 wds. |
| 41% | JUDELAW | 7 | He plays Dumbledore in "Fantastic Beasts: The Crimes of Grindelwald": 2 wds. |
| 39% | MARTINFREEMAN | 13 | He plays Bilbo Baggins in "The Hobbit: The Desolation of Smaug": 2 wds. |
| 38% | IANMCKELLEN | 11 | He plays Gandalf the Grey in "The Hobbit: The Desolation of Smaug": 2 wds. |
| 38% | VALKILMER | 9 | He played Iceman in "Top Gun": 2 wds. |
| 38% | TOMCRUISE | 9 | He played Maverick in "Top Gun": 2 wds. |
| 38% | MRT | 3 | He played Clubber Lang in "Rocky III": 2 wds. |
| 38% | EDHARRIS | 8 | He played John Glenn in 34-Across: 2 wds. |
| 38% | ALPACINO | 8 | He played Michael Corleone in "The Godfather": 2 wds. |
| 38% | CLEAVONLITTLE | 13 | He played Sheriff Bart in "Blazing Saddles": 2 wds. |
| 38% | DANIELCRAIG | 11 | He plays James Bond in 38-Across: 2 wds. |
| 37% | ROBERTPATRICK | 13 | He played the T-1000 in "Terminator 2: Judgment Day": 2 wds. |
| 37% | RUSSELLCROWE | 12 | He played the title role in 2010's "Robin Hood": 2 wds. |
| 37% | HARVEYKORMAN | 12 | He played State Attorney General Hedley Lamarr in "Blazing Saddles": 2 wds. |
| 37% | PETERCOYOTE | 11 | He played Agent Keys in "E.T. the Extra-Terrestrial": 2 wds. |
| 37% | DANIELSTERN | 11 | He played Mitch's friend Phil Berquist in "City Slickers": 2 wds. |
| 37% | RANDYQUAID | 10 | He played Cousin Eddie Johnson in "National Lampoon's Vacation": 2 wds. |
| 37% | PATRICKSWAYZE | 13 | He played the dance instructor in 17-Across: 2 wds. |
| 37% | JEREMYRENNER | 12 | He played Hawkeye in 2012's "The Avengers": 2 wds. |
| 37% | MELBROOKS | 9 | He played Yogurt in "Spaceballs" (and also directed): 2 wds. |
| 37% | MICHAELKEATON | 13 | He played Batman in the 1989 movie "Batman": 2 wds. |
| 37% | MICHAELPENA | 11 | He plays Officer Navidad Ramirez in 32-Across: 2 wds. |
| 37% | EDWARDFURLONG | 13 | He played John Connor in "Terminator 2: Judgment Day": 2 wds. |