You Can't Win
2026 · 139 min · Western
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.
- Director
- Robinson Devor
- Writers
- Charles Mudede, Robinson Devor, Barry Gifford, Michael Pitt
- Released
- February 17, 2026
- Language
- English
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
Where to watch in the US
Streaming data from JustWatch, via TMDB.