You Can't Win

You Can't Win

Now showing February 17, 2026 2h 19m 4.9 Western
  • Feb 17, 2026 On Amazon Video

Trailer

Overview

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.

Cast

  • Michael Pitt Michael Pitt Jack Black
  • Ivan Martin Ivan Martin The Sanctimonious Kid
  • Will Patton Will Patton Foot and a Half George
  • Jeremy Allen White Jeremy Allen White Smiler
  • Hannah Marks Hannah Marks Julia

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