7 of the Most Memorable Oscars Moments of All-Time 1. Hattie McDaniel became the first black Oscar winner in 1940 when she won Best Supporting Actress for her role in Gone With the Wind. 2. Halle Berry became the first African American woman to win the Best Actress Award in 2002 for her performance in Monster's Ball. 3. Martin Scorsese won his first Oscar for Best Director in 2007 for
The Departed. 4. Leonardo DiCaprio won his first Oscar when he captured the Best Actor Award in 2016 for his role in The Revenant. 5. Heath Ledger posthumously won the Best Supporting Actor Award in 2009 for playing "The Joker" in The Dark Knight. 6. Ellen DeGeneres took this star-studded selfie in 2014, which, at the time, became the most-retweeted photo ever on Twitter. 7. Moonlight won the 2017 Oscar for Best Picture after previously being given to La La Land by mistake.