You Can't Win (2026)
You Can't Win (2026)
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.

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Cast

Michael Pitt Michael Pitt As: Jack Black
Jeremy Allen White Jeremy Allen White As: Smiler
Hannah Marks Hannah Marks As: Julia
Will Patton Will Patton As: Foot and a Half George
Charles Baker Charles Baker As: Freemont Older
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Storyline

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.


Tagline:
Certification: Unknown

Details

Genres: Drama

Language: English

Release Date: 17 February 2026

Country:

Runtime: 139m

Company Credits

Company: Photus Films

External Links

Cast

Michael Pitt

Michael Pitt

Jack Black

Jeremy Allen White

Jeremy Allen White

Smiler

Hannah Marks

Hannah Marks

Julia

Will Patton

Will Patton

Foot and a Half George

Charles Baker

Charles Baker

Freemont Older

Julia Garner

Julia Garner

Chicken

Directed By

Writing Credits

Barry Gifford

Barry Gifford

Screenplay

Robinson Devor

Robinson Devor

Screenplay

Michael Pitt

Michael Pitt

Screenplay

Charles Mudede

Charles Mudede

Screenplay

Production Crew

Not currently known.

Edited By

Not currently known.

Costume and Makeup

Not currently known.

Sound

Not currently known.

Visual Effects

Not currently known.

Camera

Not currently known.

Lighting

Not currently known.

Art Department

Not currently known.

Other Crew

Not currently known.

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