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Sean Penn: how Hollywood's bad boy made good

A profile on one of cinema's most gifted and controversial actors

Sean Penn: how Hollywood's bad boy made good
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StarsInsider
31/03/2026 10:00 ‧ 2 days ago | StarsInsider

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Cinema

Sean Penn is one of Hollywood's most accomplished actors and filmmakers. He's also one of Tinseltown's most controversial figures. The three-time Academy Award winner has been applauded for pictures such as 'Dead Man Walking' (1995), 'Mystic River' (2003), 'Milk' (2008), and, more recently, 2025's 'One Battle After Another.' But the star has faced criticism from various quarters for his political activism, although he has also been praised for his humanitarian work.

Click on to revisit Sean Penn’s career, controversies, and rise as one of Hollywood’s most celebrated actors.

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