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You Can't Win (2026)
4.4 (207)1h 48min
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Synopsis
The true-crime story of Jack Black, whose 1926 memoir became an unlikely bestseller upon its release and later inspired generations of counter-cultural writing.
Videos: Trailers, Teasers, Featurettes
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
Tony Lao
Chinese Sleeper
Ted Rooney
Jack's Father
Skyler Verity
Young Jack
Brandon E. Jackson
Prison Guard
Rusty Tennant
Depot Policeman
Chris LeBlanc
Corbett
Robert Zorn
Jungle Bum
William Warren Ward
Jungle Bum
Art Hickman
Jungle Bum / Pharmacist
Robert Blanche
Cy
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