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You Can’t Win

You Can’t Win

Feb. 17, 2026USA139 Min.NR
Your rating: 0
5 1 vote

Synopsis

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
Original title You Can't Win
IMDb Rating 4.9 119 votes
TMDb Rating 6 5 votes

Director

Robinson Devor
Director

Cast

Michael Pitt isJack Black
Jack Black
Ivan Martin isThe Sanctimonious Kid
The Sanctimonious Kid
Will Patton isFoot and a Half George
Foot and a Half George
Jeremy Allen White isSmiler
Smiler
Hannah Marks isJulia
Julia
Charles Baker isFreemont Older
Freemont Older
Julia Garner isChicken
Chicken
James Hong isOld Chinese Man
Old Chinese Man
Rusty Schwimmer isSalt Chunk Mary
Salt Chunk Mary
Nina Arianda isMrs. Alexander
Mrs. Alexander
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