Karen Black made her Broadway debut in 1965’s The Playroom, which received good reviews and for which she was nominated for a Drama Circle Critic Award for Best Actress. Her film debut was in The Prime Time (1960) and her first big role was in You’re a Big Boy Now (1966), directed by Francis Ford Coppola.
Her feature film career expanded in 1969, playing the role of an acid-tripping prostitute opposite Dennis Hopper and Peter Fonda in the iconic counterculture movie Easy Rider. In 1970, Black appeared as Rayette, the waitress girlfriend of Jack Nicholson, in the film Five Easy Pieces, for which she was nominated for an Academy Award for Best Supporting Actress, and earned her her first Golden Globe Award for Best Supporting Actress-Motion Picture. She also won a New York Film Critics Circle Award for Best Supporting Actress for her performance in the film.