You Can't Win

You Can't Win

You Can't Win

5.0/ 10

TMDB Rating

7

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2026

Release Year

139 min

Runtime

Western

Overview

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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Keywords

literary adaptation

hobo

biographical drama

Trailer

Cast

Michael Pitt

Michael Pitt

Jack Black

Ivan Martin

Ivan Martin

The Sanctimonious Kid

Will Patton

Will Patton

Foot and a Half George

Jeremy Allen White

Jeremy Allen White

Smiler

Hannah Marks

Hannah Marks

Julia

Charles Baker

Charles Baker

Freemont Older

Julia Garner

Julia Garner

Chicken

James Hong

James Hong

Old Chinese Man

Rusty Schwimmer

Rusty Schwimmer

Salt Chunk Mary

Nina Arianda

Nina Arianda

Mrs. Alexander

Images

You Can't Win image 1

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