Loading player...
Player not loading? Try switching source above or use a VPN if blocked in your region.
You Can't Win
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.
★ 4.9
Rating
8
Votes
2h 19m
Runtime
2026
Year
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
