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You Can't Win

(2026)

February 17, 2026• 2h 19m
49%
TMDB Score

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.

Robinson Devor

Director

Top Billed Cast

MP

Michael Pitt

Jack Black

IM

Ivan Martin

The Sanctimonious Kid

WP

Will Patton

Foot and a Half George

JAW

Jeremy Allen White

Smiler

HM

Hannah Marks

Julia

CB

Charles Baker

Freemont Older

JG

Julia Garner

Chicken

JH

James Hong

Old Chinese Man

RS

Rusty Schwimmer

Salt Chunk Mary

NA

Nina Arianda

Mrs. Alexander

Official Trailer

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