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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 AnnieAnthony A. KungAnthony A. Kungas Opium Den PickpocketHannah MarksHannah Marksas JuliaBrandon E. JacksonBrandon E. Jacksonas Prison GuardChris LeBlancChris LeBlancas CorbettRusty TennantRusty Tennantas Depot PolicemanCharles BakerCharles Bakeras Freemont OlderJulia GarnerJulia Garneras ChickenNina AriandaNina Ariandaas Mrs. AlexanderIvan MartinIvan Martinas The Sanctimonious KidWill PattonWill Pattonas Foot and a Half GeorgeJames HongJames Hongas Old Chinese ManAnatol YusefAnatol Yusefas Dirty DickRobert BlancheRobert Blancheas CyTed RooneyTed Rooneyas Jack's FatherSkyler VeritySkyler Verityas Young JackKathy HsiehKathy Hsiehas Junkie WifeMichael PittMichael Pittas Jack BlackJeremy Allen WhiteJeremy Allen Whiteas SmilerJohn PaulsenJohn Paulsenas Junkie HusbandRusty SchwimmerRusty Schwimmeras Salt Chunk Mary

Crew

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