You Can't Win (2026)

Michael Pitt

Jack Black

Ivan Martin

The Sanctimonious Kid

Will Patton

Foot and a Half George

Jeremy Allen White

Smiler

Hannah Marks

Julia

Charles Baker

Freemont Older

Julia Garner

Chicken

James Hong

Old Chinese Man

Rusty Schwimmer

Salt Chunk Mary

Nina Arianda

Mrs. Alexander

Jenni Bradstreet

Chinese Sleeper

Jim Chow

Chinese Sleeper

Tony Lao

Chinese Sleeper

David Leong

Chinese Sleeper

Hutch Stellick

Boy Jack

Ted Rooney

Jack's Father

Skyler Verity

Young Jack

Brandon E. Jackson

Prison Guard

Charles Baker

Fremont Older

Rusty Tennant

Depot Policeman

Chris LeBlanc

Corbett

Robert Zorn

Jungle Bum

William Warren Ward

Jungle Bum

Earl Alexander

Jungle Bum

Ron Lampman

Jungle Bum

Rob Finney

Jungle Bum

Art Hickman

Jungle Bum / Pharmacist

Ken Clark

Jungle Bum

Tim Henderson

Jungle Bum

Robert Blanche

Cy

Henry Mark

Chew Chee

Alex Terzieff

Work Crew Boss

Todd Lagestee

Work Crew Guard

Louisa Krause

Irish Annie

Ron Otis

Hotel Detective

John Paulsen

Junkie Husband

Kathy Hsieh

Junkie Wife

Jim Hamerlinck

Goldtooth

James Lapan

Station Agent

Stella Diaz

Station Agent's Wife

Mark Fullerton

Canadian Constable

Scott

Murphey

Anatol Yusef

Dirty Dick

Anthony A. Kung

Opium Den Pickpocket

Alexis Scarff

Ghost Mother

Wesley Scarff

Baby Jack

Kori Ennis

Salon Patron

David Beck

Salon Patron