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You Can't Win

You Can't Win

Release: 2026-02-17·Runtime: 139m·★ 5.0
Western

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.

Production Countries

United States of America

Production Companies

Photus Films

Trailers & Videos

Cast

Louisa KrauseLouisa Krauseas Irish AnnieBrandon E. JacksonBrandon E. Jacksonas Prison GuardAnthony A. KungAnthony A. Kungas Opium Den PickpocketMichael PittMichael Pittas Jack BlackIvan MartinIvan Martinas The Sanctimonious KidJeremy Allen WhiteJeremy Allen Whiteas SmilerRusty SchwimmerRusty Schwimmeras Salt Chunk MaryRusty TennantRusty Tennantas Depot PolicemanKathy HsiehKathy Hsiehas Junkie WifeTed RooneyTed Rooneyas Jack's FatherHannah MarksHannah Marksas JuliaCharles BakerCharles Bakeras Freemont OlderJames HongJames Hongas Old Chinese ManNina AriandaNina Ariandaas Mrs. AlexanderChris LeBlancChris LeBlancas CorbettAnatol YusefAnatol Yusefas Dirty DickJulia GarnerJulia Garneras ChickenSkyler VeritySkyler Verityas Young JackRobert BlancheRobert Blancheas CyJohn PaulsenJohn Paulsenas Junkie HusbandWill PattonWill Pattonas Foot and a Half George

Crew

Barry Gifford" />Barry GiffordScreenplayMichael Pitt" />Michael PittScreenplaySean Kirby" />Sean KirbyDirector of PhotographyCharles Mudede" />Charles MudedeScreenplayRobinson Devor" />Robinson DevorScreenplay, Director
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