You Can't Win

You Can't Win (2026)


  • Genre: Drama
  • Release Date: 2026-02-17
  • Runtime: 2h 19min
  • Language: English
  • Production Company: Photus Films
  • Production Country: United States of America
  • Director: Robinson Devor
7.6

Summary

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.

You Can't Win Trailer

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  • Michael Pitt

    as Jack Black

  • Jeremy Allen White

    as Smiler

  • Hannah Marks

    as Julia

  • Will Patton

    as Foot and a Half George

  • Charles Baker

    as Freemont Older

  • Julia Garner

    as Chicken
Writing Charles Mudede Screenplay
Writing Robinson Devor Screenplay
Writing Barry Gifford Screenplay
Directing Robinson Devor Director
Writing Michael Pitt Screenplay

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