![You Can't Win Poster](https://image.tmdb.org/t/p/w500//g8iEQsImmyH1Nur2SBWPbO4npsr.jpg)
You Can't Win
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Drama
A drama set in the 1920s hobo underworld and centered on the unusual friendship between an adventurer and a young prostitute alongside Black's life on the road, in prison and his various criminal capers in the American and Canadian west from the late 1880s to early 20th century.
Featured Crew
Robinson Devor
Director
Charles Mudede
Screenplay
Barry Gifford
Screenplay
0
Cast
![Michael Pitt](https://image.tmdb.org/t/p/w300//mKSjyfqcXTVjFhIFw6Esjlz1Tps.jpg)
Michael Pitt
Jack Black
![Jeremy Allen White](https://image.tmdb.org/t/p/w300//zKk4vmDeUexdevtt6wm8WdMQ1TG.jpg)
Jeremy Allen White
Smiler
![Hannah Marks](https://image.tmdb.org/t/p/w300//sy5AUrXXeaRYnz0qE3azrZxY0M6.jpg)
Hannah Marks
Julia
![Will Patton](https://image.tmdb.org/t/p/w300//rrZcIMtqnQc0LoU9od5lcoOcywv.jpg)
Will Patton
Foot and a Half George
![Charles Baker](https://image.tmdb.org/t/p/w300//mhSoY1plaop5eufoHDP4fkIGUfh.jpg)
Charles Baker
Freemont Older