You Can't Win
4.9
8 votes
February 17, 2026
2h 19m
Western
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.
Directed by
Where to watch
In United States
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Cast
Michael Pitt
Jack Black
Ivan Martin
The Sanctimonious Kid
Will Patton
Foot and a Half George
Jeremy Allen White
Smiler
Hannah Marks
Julia
Charles Baker
Freemont Older
Julia Garner
Chicken
James Hong
Old Chinese Man
Rusty Schwimmer
Salt Chunk Mary
Nina Arianda
Mrs. AlexanderJ
Jenni Bradstreet
Chinese SleeperJ
Jim Chow
Chinese SleeperT
Tony Lao
Chinese SleeperD
David Leong
Chinese SleeperH
Hutch Stellick
Boy JackMore like this
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