| 100% | CLINTEASTWOOD | 13 | "Million Dollar Baby" director who has won 2 Oscars out of 4 nominations for Best Director: 2 wds. |
| 81% | FRANKCAPRA | 10 | "It's a Wonderful Life" director who has won 3 Oscars out of 6 nominations for Best Director: 2 wds. |
| 64% | WOODYALLEN | 10 | "Midnight in Paris" director who has won 4 Oscars as Director and as Screenwriter, out of 24 total nominations: 2 wds. |
| 59% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 54% | JACKNICHOLSON | 13 | "The Shining" actor who has won two oscars, one of them for "As Good as it Gets": 2 wds |
| 50% | CLINTEASTWOOD | 13 | Oldest person to win the Best Director Oscar, at 74 (for "Million Dollar Baby"): 2 wds. |
| 49% | KEVINCOSTNER | 12 | Actor who plays Frank Farmer in 18a and has also won an Oscar for Best Director for "Dances with Wolves": 2 wds. |
| 47% | HILARYSWANK | 11 | Actress who won her second Oscar, for 2004's "Million Dollar Baby," at age 30: 2 wds. |
| 47% | MIKENICHOLS | 11 | New Hollywood director of "Who's Afraid of Virginia Woolf?" who won the Best Director Oscar for his second film, "The Graduate": 2 wds. |
| 45% | BOBFOSSE | 8 | "All That Jazz" filmmaker who won the Best Director Oscar for "Cabaret": 2 wds. |
| 45% | KATHRYNBIGELOW | 14 | Woman who won the Best Director Oscar for 2009's "The Hurt Locker": 2 wds. |
| 44% | HILARYSWANK | 11 | "Million Dollar Baby" actress who dropped out of high school: 2 wds. |
| 44% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 44% | PETERJACKSON | 12 | Filmmaker who won three Oscars (Best Picture, Director, and Adapted Screenplay) for 2003's "The Lord of the Rings: The Return of the King": 2 wds. |
| 43% | STEPHENDALDRY | 13 | "The Inheritance" director who won the 2020 Tony Award for Best Direction of a Play (2 wds.) |
| 43% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 43% | ELLENBURSTYN | 12 | "Interstellar" actress who has won the Triple Crown of Acting (Emmy, Oscar, and Tony): 2 wds. |
| 43% | HENRYFONDA | 10 | Actor who had a 41-year gap between Oscar nominations for 1940's "The Grapes of Wrath" and 1981's "On Golden Pond": 2 wds. |
| 43% | BOBFOSSE | 8 | Choreographer/director who won a Best Director Oscar for "Cabaret" (2 wds.) |
| 42% | DAMIENCHAZELLE | 14 | "La La Land" director who is the youngest winner of the Academy Award for Best Director (2 wds.) |
| 42% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 42% | MORGAN | 6 | ___ Freeman, who won his only Oscar for "Million Dollar Baby" and has a wax statue in Madame Tussauds, London |
| 42% | JACKNICHOLSON | 13 | Actor who won three Oscars, for "One Flew Over the Cuckoo's Nest," "Terms of Endearment," and "As Good as It Gets": 2 wds. |
| 41% | STEVIEWONDER | 12 | American artist who has won the Grammy thrice for "Best Album of the Year," including one for "Innervisions": 2 wds. |
| 41% | SAMMENDES | 9 | "The Ferryman" director who won the Tony Award for Best Direction of a Play in 2019 (2 wds.) |
| 41% | KEVINSPACEY | 11 | "House of Cards" star who has won two Academy Awards, one of them for "American Beauty": 2 wds |
| 41% | JAMESCAMERON | 12 | Filmmaker who won three Oscars (Best Picture, Director, and Film Editing) for 1997's "Titanic": 2 wds. |
| 41% | FREDZINNEMANN | 13 | Director of "High Noon" (who won two Oscars, for directing "A Man for All Seasons" and "From Here to Eternity"): 2 wds. |
| 41% | JOHNHANES | 9 | American engineer/mixer who has won the Grammy thrice for "Best Album of the Year," including one for "24k Magic": 2 wds. |
| 40% | FRANKSINATRA | 12 | American artist who has won the Grammy thrice for "Best Album of the Year," including one for "September of My Years": 2 wds. |