You Can't Win
Released 2026 • this year2h 19m48 cast members
- 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.
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.
30
Cast members loaded
29
Alive
1
Deceased
96.7%
Still living
Showing 30 of 30 loaded cast members.
as Jack Black
AliveBorn: April 10, 1981
Age: 45
West Orange, New Jersey, USA
as The Sanctimonious Kid
AliveBirth date not on record.
as Foot and a Half George
AliveBorn: June 14, 1954
Age: 72
Charleston, South Carolina, USA
as Smiler
AliveBorn: February 17, 1991
Age: 35
Brooklyn, New York City, New York, USA
as Julia
AliveBorn: April 13, 1993
Age: 33
Santa Monica, California, USA
as Freemont Older
AliveBorn: February 27, 1971
Age: 55
Washington, D.C., USA
as Chicken
AliveBorn: February 1, 1994
Age: 32
The Bronx, New York City, New York, USA
as Old Chinese Man
AliveBorn: February 22, 1929
Age: 97
Minneapolis, Minnesota, USA
as Salt Chunk Mary
AliveBorn: August 25, 1962
Age: 64
Chicago, Illinois, USA
as Mrs. Alexander
AliveBorn: September 18, 1984
Age: 41
Manhattan, New York City, New York, USA
as Chinese Sleeper
AliveBirth date not on record.
as Chinese Sleeper
AliveBirth date not on record.
as Chinese Sleeper
AliveBirth date not on record.
as Chinese Sleeper
AliveBirth date not on record.
as Boy Jack
AliveBirth date not on record.
as Jack's Father
AliveBirth date not on record.
as Young Jack
AliveBirth date not on record.
as Prison Guard
AliveBirth date not on record.
as Fremont Older
AliveBirth date not on record.
as Depot Policeman
AliveBirth date not on record.
as Corbett
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum / Pharmacist
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Jungle Bum
AliveBirth date not on record.
as Cy
DeceasedBorn: March 30, 1962
Died: January 3, 2020
Age at death: 57
30 of 48 cast members loaded