| 100% | OTFAGBENLE | 10 | "The Handmaid's Tale" actor who plays President Obama in "The First Lady": 3 wds. |
| 60% | JOSEPHFIENNES | 13 | "Shakespeare in Love" actor who plays the Commander in the 2017 Hulu series "The Handmaid's Tale" (2 wds.) |
| 59% | OTFAGBENLE | 10 | "The Handmaid's Tale" actor who plays a S.H.I.E.L.D. agent in 39-Across (2 wds.) |
| 58% | JOSEPHFIENNES | 13 | "Shakespeare in Love" actor who plays Fred Waterford on the Hulu series "The Handmaid's Tale" (2 wds.) |
| 58% | MAXMINGHELLA | 12 | "The Handmaid's Tale" actor who plays studio executive Irving Thalberg in "Babylon" (2 wds.) |
| 58% | JOSEPHFIENNES | 13 | "Shakespeare in Love" actor who plays Commander Waterford in "The Handmaid's Tale": 2 wds. |
| 57% | MCKENNAGRACE | 12 | "The Handmaid's Tale" actress who plays Phoebe Spengler in 3-Down/4-Down (2 wds.) |
| 54% | DUSTINHOFFMAN | 13 | Actor who played 43-Across in the movie "All the President's Men": 2 wds. |
| 54% | ELISABETHMOSS | 13 | "The Handmaid's Tale" actress who plays the writer Shirley Jackson in "Shirley" (2 wds.) |
| 53% | ELISABETHMOSS | 13 | Golden Globe-winning "The Handmaid's Tale" actress who plays Masha in the 2018 film "The Seagull" (2 wds.) |
| 52% | TOMMYLEEJONES | 13 | Actor who played baseball's Ty Cobb in the 1994 biopic "Cobb": 3 wds. |
| 52% | LESLIEODOMJR | 12 | "Murder on the Orient Express" actor who played Aaron Burr in "Hamilton": 3 wds. |
| 52% | VIOLADAVIS | 10 | "The Help" actress who plays First Lady Obama in the upcoming Showtime series "The First Lady": 2 wds. |
| 52% | ROBERTDENIRO | 12 | "Casino" actor who plays Murray Franklin in the psychological thriller "Joker": 3 wds. |
| 51% | MCKENNAGRACE | 12 | "The Handmaid's Tale" actress who plays Phoebe Spengler in "Ghostbusters: Frozen Empire": 2 wds. |
| 51% | TOMMYLEEJONES | 13 | Actor who played Samuel Gerard, the man who leads a team of U.S. Marshals in 18a: 3 wds. |
| 51% | JESSELMARTIN | 12 | "The Flash" actor who played Tom Collins in the original Broadway cast of "Rent": 3 wds. |
| 51% | ROBERTDENIRO | 12 | Actor who played 15-Across in the 1987 film "The Untouchables": 3 wds. |
| 51% | SAMIRAWILEY | 11 | "Orange Is the New Black" actress who plays Moira in "The Handmaid's Tale" (2 wds.) |
| 51% | SAMUELLJACKSON | 14 | "Pulp Fiction" actor who plays an assassin in "The Hitman's Bodyguard": 3 wds. |
| 50% | ROBERTDENIRO | 12 | "Joy" actor who plays the title character in 18-Across: 3 wds. |
| 50% | PENELOPEANN | 11 | With 50-Across, "Carlito's Way" actress who plays the First Lady in 16-Across: 2 wds. |
| 50% | CUBAGOODINGJR | 13 | "Jerry Maguire" actor who played Tre in "Boyz n the Hood": 3 wds. |
| 50% | MAXMINGHELLA | 12 | "The Mindy Project" actor who plays Nick Blaine on "The Handmaid's Tale" (2 wds.) |
| 50% | GEORGECLOONEY | 13 | Actor who played Danny Ocean in the Ocean's trilogy: 2 wds. |
| 49% | ZACHARYGORDON | 13 | Child actor who played 40-Across in the first three "Diary of a Wimpy Kid" films (2 wds.) |
| 49% | NICKOFFERMAN | 12 | "Parks and Recreation" actor who plays the US president in "Civil War": 2 wds. |
| 49% | ROBERTDOWNEYJR | 14 | "The Avengers" actor who played the title role in "Chaplin": 3 wds., abbr. |
| 49% | MICHAELBJORDAN | 14 | "Creed" actor who plays twin brothers in 2025's "Sinners": 3 wds. |
| 49% | IANMCKELLEN | 11 | Actor who has played Magneto since the first "X-Men" film, which was released in July 2000 (2 wds.) |