#16: Ingrid Bergman and Ray Milland (1946)
In 1946, Ingrid Bergman handed Ray Milland the Academy Award for Best Actor for his gripping performance in The Lost Weekend. Milland’s portrayal of an alcoholic writer spiraling into self-destruction was a raw and harrowing depiction of addiction, a subject rarely tackled so honestly in Hollywood at the time.

His win was a defining moment, proving that audiences and critics were ready for darker, more complex storytelling. The film was a significant success, winning Best Picture and cementing its legacy as a groundbreaking exploration of alcoholism and human struggle on the silver screen.