You Can't Win (2026)

4.9 February 17, 2026 2h 19m Released
Western

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.

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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

  • Charles Baker

    Charles Baker

    Freemont Older

  • Julia Garner

    Julia Garner

    Chicken

  • James Hong

    James Hong

    Old Chinese Man

  • Rusty Schwimmer

    Rusty Schwimmer

    Salt Chunk Mary

  • Nina Arianda

    Nina Arianda

    Mrs. Alexander

  • Jenni Bradstreet

    Jenni Bradstreet

    Chinese Sleeper

  • Jim Chow

    Jim Chow

    Chinese Sleeper

  • Tony Lao

    Tony Lao

    Chinese Sleeper

  • David Leong

    David Leong

    Chinese Sleeper

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