You Can't Win

You Can't Win (2026)

4.9 139 min Movie
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

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