You Can't Win
Director: Robinson Devor
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.
Trailer
Cast
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
In brief
You Can't Win (2026) is a western film. With an average rating of 4.9/10 from 8 votes, viewer opinions are mixed. The film runs 2h 19min. Check current streaming availability in the "Where to watch" section above.
Frequently asked questions
Where can I watch You Can't Win online?
We're currently checking availability of You Can't Win across streaming services. Availability varies; it's worth checking major platforms such as Netflix, Max and Prime Video.
How long is You Can't Win?
You Can't Win runs 139 minutes (2h 19min).
What rating does You Can't Win have?
You Can't Win has an average rating of 4.9/10 based on 8 viewer votes on TMDB.
What year is You Can't Win from?
You Can't Win was released in 2026.
