

You Can't Win
4.98 votes on TMDB2026Movie2h 19m
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.
Trailers & videos
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. Alexander
- J
Jenni Bradstreet
Chinese Sleeper
- J
Jim Chow
Chinese Sleeper
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