| 100% | CLINTEASTWOOD | 13 | Oldest person to win the Best Director Oscar, at 74 (for "Million Dollar Baby"): 2 wds. |
| 61% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 54% | ALFONSOCUARON | 13 | First Mexican to win the Best Director Oscar (for "Gravity"): 2 wds. |
| 53% | ROBERTREDFORD | 13 | He won the Best Director Oscar for the first film he directed, 1980's "Ordinary People": 2 wds. |
| 53% | CLINTEASTWOOD | 13 | "Million Dollar Baby" director who has won 2 Oscars out of 4 nominations for Best Director: 2 wds. |
| 49% | BOBFOSSE | 8 | "All That Jazz" filmmaker who won the Best Director Oscar for "Cabaret": 2 wds. |
| 48% | KATHRYNBIGELOW | 14 | Woman who won the Best Director Oscar for 2009's "The Hurt Locker": 2 wds. |
| 48% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 47% | KEVINCOSTNER | 12 | He won the Best Director Oscar for the first film he directed, 1990's "Dances With Wolves": 2 wds. |
| 46% | HALLEBERRY | 10 | First Black woman to win the Oscar for Best Actress: 2 wds. |
| 43% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 42% | ALFONSOCUARON | 13 | Best Director Oscar winner for the 2018 film "Roma": 2 wds. |
| 41% | ANG | 3 | ___ Lee, first Asian to win the Oscar for Best Director |
| 41% | JAMESLBROOKS | 12 | He won the Best Director Oscar for the first film he directed, 1983's "Terms of Endearment": 3 wds. |
| 41% | EASTWOOD | 8 | Clint —, Best Director Oscar winner for Unforgiven and Million Dollar Baby |
| 41% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 40% | JOELGREY | 8 | "Wicked" actor who won the Best Supporting Actor Oscar for 1972's "Cabaret": 2 wds. |
| 39% | SIDNEY | 6 | Actor and director Poitier, the first black person to win an Oscar for best actor |
| 39% | KATHRYNBIGELOW | 14 | "The Hurt Locker" director who is the only woman to win the Best Director Oscar (2 wds.) |
| 39% | CHLOEZHAO | 9 | She won the Best Director Oscar for Nomadland |
| 39% | HILARYSWANK | 11 | Actress who won her second Oscar, for 2004's "Million Dollar Baby," at age 30: 2 wds. |
| 39% | MELISSALEO | 10 | She won the Oscar and Golden Globe for Best Supporting Actress for 18-Across: 2 wds. |
| 39% | CHRISTIANBALE | 13 | He won the Oscar and Golden Globe for Best Supporting Actor for 18-Across: 2 wds. |
| 39% | VIOLADAVIS | 10 | She won the 2017 Oscar for Best Supporting Actress for her role in "Fences": 2 wds. |
| 39% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 38% | ANNEBANCROFT | 12 | "The Miracle Worker" star who won the Oscar for Best Actress at the 35th Academy Awards (2 wds.) |
| 38% | ANNAPAQUIN | 10 | 11-year-old who won the Oscar for Best Supporting Actress for "The Piano" in 1994: 2 wds. |
| 38% | TATUMONEAL | 10 | 10-year-old who won the Oscar for Best Supporting Actress for "Paper Moon" in 1974: 2 wds. |
| 38% | LIZAMINNELLI | 12 | "Arthur" actress who won the Best Actress Oscar for "Cabaret": 2 wds. |
| 38% | ANG | 3 | Lee who won the Best Director Oscar for "Life of Pi" |