You Can't Win

You Can't Win poster
17th February 2026 2 hours 19 mins 4.9
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.

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01 Michael Pitt profile Michael Pitt as Jack Black 02 Ivan Martin profile Ivan Martin as The Sanctimonious Kid 03 Will Patton profile Will Patton as Foot and a Half George 04 Jeremy Allen White profile Jeremy Allen White as Smiler 05 Hannah Marks profile Hannah Marks as Julia 06 Charles Baker profile Charles Baker as Freemont Older 07 Julia Garner profile Julia Garner as Chicken 08 James Hong profile James Hong as Old Chinese Man 09 Rusty Schwimmer profile Rusty Schwimmer as Salt Chunk Mary 10 Nina Arianda profile Nina Arianda as Mrs. Alexander 11 Robinson Devor profile Robinson Devor Director / Screenplay 12 Barry Gifford profile Barry Gifford Screenplay 13 Charles Mudede profile Charles Mudede Screenplay 14 Michael Pitt profile Michael Pitt Screenplay
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