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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

Ted RooneyTed Rooneyas Jack's FatherRobert BlancheRobert Blancheas CySkyler VeritySkyler Verityas Young JackRusty TennantRusty Tennantas Depot PolicemanNina AriandaNina Ariandaas Mrs. AlexanderJohn PaulsenJohn Paulsenas Junkie HusbandAnatol YusefAnatol Yusefas Dirty DickRusty SchwimmerRusty Schwimmeras Salt Chunk MaryLouisa KrauseLouisa Krauseas Irish AnnieMichael PittMichael Pittas Jack BlackWill PattonWill Pattonas Foot and a Half GeorgeJames HongJames Hongas Old Chinese ManKathy HsiehKathy Hsiehas Junkie WifeJulia GarnerJulia Garneras ChickenAnthony A. KungAnthony A. Kungas Opium Den PickpocketCharles BakerCharles Bakeras Freemont OlderBrandon E. JacksonBrandon E. Jacksonas Prison GuardChris LeBlancChris LeBlancas CorbettIvan MartinIvan Martinas The Sanctimonious KidJeremy Allen WhiteJeremy Allen Whiteas SmilerHannah MarksHannah Marksas Julia

Crew

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