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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

John PaulsenJohn Paulsenas Junkie HusbandMichael PittMichael Pittas Jack BlackWill PattonWill Pattonas Foot and a Half GeorgeHannah MarksHannah Marksas JuliaLouisa KrauseLouisa Krauseas Irish AnnieChris LeBlancChris LeBlancas CorbettSkyler VeritySkyler Verityas Young JackKathy HsiehKathy Hsiehas Junkie WifeIvan MartinIvan Martinas The Sanctimonious KidNina AriandaNina Ariandaas Mrs. AlexanderAnatol YusefAnatol Yusefas Dirty DickAnthony A. KungAnthony A. Kungas Opium Den PickpocketTed RooneyTed Rooneyas Jack's FatherBrandon E. JacksonBrandon E. Jacksonas Prison GuardJulia GarnerJulia Garneras ChickenRusty TennantRusty Tennantas Depot PolicemanRobert BlancheRobert Blancheas CyJeremy Allen WhiteJeremy Allen Whiteas SmilerCharles BakerCharles Bakeras Freemont OlderJames HongJames Hongas Old Chinese ManRusty SchwimmerRusty Schwimmeras Salt Chunk Mary

Crew

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