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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

Will PattonWill Pattonas Foot and a Half GeorgeChris LeBlancChris LeBlancas CorbettTed RooneyTed Rooneyas Jack's FatherRusty TennantRusty Tennantas Depot PolicemanRobert BlancheRobert Blancheas CyMichael PittMichael Pittas Jack BlackHannah MarksHannah Marksas JuliaJohn PaulsenJohn Paulsenas Junkie HusbandIvan MartinIvan Martinas The Sanctimonious KidAnatol YusefAnatol Yusefas Dirty DickJames HongJames Hongas Old Chinese ManSkyler VeritySkyler Verityas Young JackAnthony A. KungAnthony A. Kungas Opium Den PickpocketKathy HsiehKathy Hsiehas Junkie WifeCharles BakerCharles Bakeras Freemont OlderNina AriandaNina Ariandaas Mrs. AlexanderBrandon E. JacksonBrandon E. Jacksonas Prison GuardJeremy Allen WhiteJeremy Allen Whiteas SmilerJulia GarnerJulia Garneras ChickenRusty SchwimmerRusty Schwimmeras Salt Chunk MaryLouisa KrauseLouisa Krauseas Irish Annie

Crew

Barry Gifford" />Barry GiffordScreenplayRobinson Devor" />Robinson DevorDirector, ScreenplayMichael Pitt" />Michael PittScreenplayCharles Mudede" />Charles MudedeScreenplaySean Kirby" />Sean KirbyDirector of Photography
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