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.

• 
  Robinson Devor

• 
  Michael Pitt
  Jack Black
• 
  Ivan Martin
  The Sanctimonious Kid
• 
  Jeremy Allen White
  Smiler
• 
  Hannah Marks
  Julia
• 
  Will Patton
  Foot and a Half George
• 
  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
• 
  Tony Lao
  Chinese Sleeper
• 
  David Leong
  Chinese Sleeper
• 
  Hutch Stellick
  Boy Jack
• 
  Ted Rooney
  Jack's Father
• 
  Skyler Verity
  Young Jack
• 
  Brandon E. Jackson
  Prison Guard
• 
  Rusty Tennant
  Depot Policeman