You Can't Win

Name: You Can't Win
Director: Robinson Devor
Genre: Western
Released: 2026-02-17
Duration: 139 min
Cast: Michael Pitt, Ivan Martin, Will Patton, Jeremy Allen White, Hannah Marks

Explore You Can't Win (2026), including ReelBot’s take, cast, runtime, where to watch, and similar movies worth adding to your list.

2026 · 139 min · Western · TMDB 4.9/10

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.

Directed by Robinson Devor

Cast

Michael Pitt — Jack Black
Ivan Martin — The Sanctimonious Kid
Will Patton — Foot and a Half George
Jeremy Allen White — Smiler
Hannah Marks — Julia