Sean Penn's Top 8 Highest Grossing Movies - The New York Banner

Sean Penn’s Top 8 Highest Grossing Movies

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Sean Penn is known for his intense dramatic roles and outspoken political views. But how does his star power translate to the box office? I dug into the numbers, and the results may surprise you. While he’s certainly had his share of commercial hits, there are also some unexpected gems and a few underperformers. Let’s dive in!

Key Takeaways:

  • Critical darling, box office chameleon: Several of Penn’s critically beloved films didn’t set the box office on fire.
  • Early wins: Some of Penn’s highest earners came early in his career.
  • Staying Power: His work draws audiences, even as his roles become more diverse.

Penn’s Top-Grossing Films

8. Carlito’s Way (1993)

Global Box Office: $93 million 

Penn and Al Pacino star in this gritty crime drama about an ex-con trying to go straight. While critically acclaimed, its dark subject matter likely limited its broader appeal.

7. Fast Times at Ridgemont High (1982)

Global Box Office: $103 million 

Penn’s breakout role as the perpetually stoned surfer Jeff Spicoli is a cult classic, but the teen comedy’s box office was relatively modest compared to later blockbusters.

6. Gangster Squad (2013)

Global Box Office: $106 million 

Penn hams it up as ruthless gangster Mickey Cohen in this stylized period piece about cops battling organized crime in 1940s L.A. Despite an all-star cast, it received mixed reviews and modest box office returns.

5. Mystic River (2003)

Global Box Office: $158 million 

Penn won an Oscar for his devastating portrayal of a father seeking revenge for his daughter’s murder in this dark crime drama. Directed by Clint Eastwood, the film was praised for its performances but may have been too bleak for some audiences.

4. Shanghai Surprise (1986)

Global Box Office: $160 million

This adventure-comedy, co-starring Madonna, was a critical and commercial flop during its initial release. However, it gained a cult following over time for its campy style and unintentional humor. Penn plays a bumbling American in 1930s Shanghai who gets mixed up with a captivating missionary.

3. I Am Sam (2001)

Global Box Office: $215 million 

Penn garnered an Oscar nomination for his portrayal of a developmentally disabled father fighting for custody of his daughter. This emotionally charged drama touched hearts and drew audiences globally, even with its challenging subject matter.

2. The Angry Birds Movie (2016)

Global Box Office: $350 million 

Penn lends his voice to Terence, the grumpiest of the grumpy birds in this animated romp based on the popular video game. While not critically acclaimed, it delighted younger audiences and families worldwide.

1. The Secret Life of Walter Mitty (2013)

Global Box Office: $383 million 

A whimsical departure from Penn’s usual intensity, he directs and stars in this remake about a daydreaming photo editor who embarks on a life-changing adventure. His performance and the film’s stunning visuals helped it become an unexpected smash.

Sean Penn’s Net Worth

Okay, let’s cut to the chase on this Sean Penn profile. Yes, the guy’s a great actor. From his early days to his award-winning performances, he has undeniable talent. And hey, let’s admit it—following his sometimes hectic personal life is as entertaining as some of his movies!

It seems the article does a quick overview of his appearance (hot at any age, am I right?) and then dives into the real juice—his career and those stacks of money he’s sitting on. Sean Penn’s net worth is $70 million. Not bad for a guy who gets as much press for his politics as his performances!

What do you think?