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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

Rusty SchwimmerRusty Schwimmeras Salt Chunk MaryAnatol YusefAnatol Yusefas Dirty DickCharles BakerCharles Bakeras Freemont OlderSkyler VeritySkyler Verityas Young JackJohn PaulsenJohn Paulsenas Junkie HusbandBrandon E. JacksonBrandon E. Jacksonas Prison GuardJulia GarnerJulia Garneras ChickenNina AriandaNina Ariandaas Mrs. AlexanderIvan MartinIvan Martinas The Sanctimonious KidRusty TennantRusty Tennantas Depot PolicemanChris LeBlancChris LeBlancas CorbettLouisa KrauseLouisa Krauseas Irish AnnieKathy HsiehKathy Hsiehas Junkie WifeAnthony A. KungAnthony A. Kungas Opium Den PickpocketJeremy Allen WhiteJeremy Allen Whiteas SmilerTed RooneyTed Rooneyas Jack's FatherRobert BlancheRobert Blancheas CyMichael PittMichael Pittas Jack BlackWill PattonWill Pattonas Foot and a Half GeorgeHannah MarksHannah Marksas JuliaJames HongJames Hongas Old Chinese Man

Crew

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