You Can't Win
Storyline
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.
Key Information
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Cast & Crew
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
Jenni Bradstreet
Chinese Sleeper
Jim Chow
Chinese Sleeper
Frequently Asked Questions
You Can't Win was released on February 17, 2026.
The runtime of You Can't Win is 2h 19m.
You Can't Win is a Western movie.
You Can't Win has a rating of 4.9 out of 10 on TMDB.
You Can't Win is available to watch. Check streaming platforms and theaters near you.
You Can't Win was directed by Robinson Devor.
The main cast of You Can't Win includes Michael Pitt, Ivan Martin, Will Patton.
You Can't Win is originally in English.