Mirror Mirror Who’s the Greatest (Actor’s) Director of them all?

By Lauren Sher

ABC’s Nancy Gabriner ruminating on all things Oscar today: When Penelope Cruz won her award last night it got me to thinking…… Who Directed the most Oscar-Winning Actors?
Penelope Cruz won Academy Award for Best Actress in a Supporting Role in a film directed by Woody Allen – "Vicky Cristina Barcelona."
She represents the fifth actor (sixth award) to win for a film directed by Mr. Allen.
1) Diane Keaton – Best Actress (Annie Hall 1977)
2) Michael Caine – Best Actor Supporting Role (Hannah and Her Sisters 1986)
3) Diane Wiest – Best Actress Supporting Role (Hannah and Her Sisters 1986)
4) Diane Wiest – Best Actress Supporting Role (Bullets Over Broadway 1994)
5) Mira Sorvino – Best Actress Supporting Role (Mighty Aphrodite 1995)
6) Penelope Cruz – Best Actress Supporting Role (Vicky Cristina Barcelona 2008) But Woody is no where near the record. William Wyler directing 14 actors who went on to win Oscars!
1)Walter Brennan- Best Actor Supporting Role (1936 Come and Get It)
2) Bette Davis – Best Actress (1938 Jezebel)
3) Fay Bainter – Best Actress Supporting Role (1938 Jezebel)
4) Walter Brennan – Best Actor Supporting Role (1940 The Westerner)
5) Greer Garson – Best Actress (1942 Mrs. Miniver)
6) Teresa Wright – Best Actress Supporting Role (1942 Mrs. Miniver)
7) Frederic March – Best Actor (1946 Best Years of Our Lives)
8) Harold Russell – Best Actor Supporting Role (1946 Best Years of Our Lives)
9) Olivia de Havilland – Best Actress (1949 The Heiress)
10) Audrey Hepburn – Best Actress (1953 Roman Holiday)
11) Burl Ives – Best Actor Supporting Role (1958 The Big Country)
12) Charlton Heston – Best Actor (1959 Ben-Hur)
13) Hugh Griffith – Best Supporting Actor (1959 Ben-Hur)
14) Barbara Streisand – Best Actress (1968 Funny Girl) Director Elia Kazan directed 7 actors to wins:
1) James Dunn – Best Actor Supporting Role (1945 A Tree Grows in Brooklyn)
2) Celeste Holm – Best Actress Supporting Role (1947 (Gentlemen’s Agreement)
3) Vivien Leigh – Best Actress (1951 A Streetcar Named Desire)
4) Kim Hunter – Best Actress Supporting Role (1951 A Streetcar Named Desire)
5) Karl Malden – Best Actor Supporting Role (1951 A Streetcar Named Desire)
6) Marlon Brando – Best Actor (1954 On the Waterfront)
7) Eva Marie Saint – Best Actress Supporting Role (1954 On the Waterfront) The great Martin Scorsese directed 5 actors to an Oscar win:
1) Ellen Burstyn – Best Actress (1974 Alice Doesn’t Live Here Anymore)
2) Robert De Niro – Best Actor (1980 Raging Bull)
3) Paul Newman – Best Actor (1986 The Color of Money)
4) Joe Pesci – Best Actor Supporting Role (1990 Goodfellas)
5) Cate Blanchett – Best Actress Supporting Role (2004 The Aviator) Who did I forget???