Kathryn Bigelow was the first woman to win the Academy Award for Best Director. She won for The Hurt Locker(2009). She beat her ex-husband, James Cameron, who was nominated for Avatar.
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I believe that would be Woody Allen who won for Annie Hall (1977), but he still acted in it. The next one (and I started checking in 1928) is Robert Redford for Ordinary People (1980).
The first Canadian director to win an Oscar for Best Director is James Cameron for Titanic (1997).
Elia Kazan won best director for the movie On the Waterfront.
Sidney Poitier was the first black man to win a competitive Academy Award. He received the 1963 Best Actor Oscar for his performance in "Lilies of the Field."
The first, and only, Canadian to win the Masters was southpaw Mike Weir in 2003. Interestingly, Mike is right handed, he just plays golf left handed
Julia Phillips for The Sting (1973).
Kathryn Bigelow won the 2009 Best Director Academy Award for her work on "The Hurt Locker." She also won an Oscar as a producer of the film, which was named Best Picture. Bigelow was the fourth woman nominated for Best Director, after Lina Wertmuller for "Seven Beauties" (1975), Jane Campion for "The Piano" (1993) and Sofia Coppola for "Lost in Translation" (2003).