Cast of
You Can't Win

About You Can't Win

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.

Full Cast of You Can't Win

Michael Pitt
plays Jack Black

Jeremy Allen White
plays Smiler

Hannah Marks
plays Julia

Hannah Marks as Julia

Hannah Marks (born April 13, 1993) is an American actress, writer, and director. She played Amanda Brotzman on the te...

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Will Patton
plays Foot and a Half George

Will Patton as Foot and a Half George

William Rankin Patton (born June 14, 1954) is an American actor and audiobook narrator. He starred as Colonel Dan Wea...

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Charles Baker
plays Freemont Older

Charles Baker as Freemont Older

Charles Edward Baker (born February 27, 1971) is an American actor, writer, and director. He played Skinny Pete on th...

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Julia Garner
plays Chicken


Crew of You Can't Win

Discover the backstage crew of You Can't Win →