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You Can't Win

Robinson Devor

2026 • 2h 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.

You Can't Win
You Can't Win - Trailer
Cast
Michael Pitt
Michael PittJack Black
Ivan Martin
Ivan MartinThe Sanctimonious Kid
Will Patton
Will PattonFoot and a Half George
Jeremy Allen White
Jeremy Allen WhiteSmiler
Hannah Marks
Hannah MarksJulia
Charles Baker
Charles BakerFreemont Older
Julia Garner
Julia GarnerChicken
James Hong
James HongOld Chinese Man
Rusty Schwimmer
Rusty SchwimmerSalt Chunk Mary
Nina Arianda
Nina AriandaMrs. Alexander
Jenni BradstreetChinese Sleeper
Jim ChowChinese Sleeper
Tony LaoChinese Sleeper
David LeongChinese Sleeper
Hutch StellickBoy Jack
Crew
Robinson Devor
Robinson DevorDirector
Barry Gifford
Barry GiffordScreenplay
Charles Mudede
Charles MudedeScreenplay
Michael Pitt
Michael PittScreenplay
Sean Kirby
Sean KirbyDirector of Photography
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