You Can't Win poster

You Can't Win

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You Can't Win — Plot

The true-crime story of legendary outlaw Jack Black, whose 1926 memoir became an unlikely bestseller upon its release and later inspired generations of counter-cultural writing.

  • Release date
  • February 17, 2026
  • Runtime
  • 139 min
  • Genres
  • Western
  • Director
  • Robinson Devor

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You Can't Win — Cast

Michael Pitt photo Michael Pitt Jack Black Ivan Martin photo Ivan Martin The Sanctimonious Kid Will Patton photo Will Patton Foot and a Half George Jeremy Allen White photo Jeremy Allen White Smiler Hannah Marks photo Hannah Marks Julia Charles Baker photo Charles Baker Freemont Older Julia Garner photo Julia Garner Chicken James Hong photo James Hong Old Chinese Man

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