Michael Pitt
as Jack Black
Watch Video
Description
The drama film You Can't Win, starring Michael Pitt, James Hong, Jenni Bradstreet, etc., directed by an unlisted director, was released on February 17, 2026 in the United States. It tells the story of The true-crime story of Jack Black, whose 1926 memoir became an unlikely bestseller upon its release and later inspired generations of counter-cultural writing. This is a Drama film with a runtime of 108 minutes and its worldwide box office is not listed in the available detail data. It has received a rating of 5.1/10 from 21 viewers.
Top Cast
James Hong
as Old Chinese Man
Jenni Bradstreet
as Chinese Sleeper
Jim Chow
as Chinese Sleeper
Tony Lao
as Chinese Sleeper
David Leong
as Chinese Sleeper
Hutch Stellick
as Boy Jack
Ted Rooney
as Jack's Father
Robert Blanche
as Cy
Skyler Verity
as Young Jack
Jeremy Allen White
as Smiler
Brandon E. Jackson
as Prison Guard
Charles Baker
as Fremont Older
Rusty Tennant
as Depot Policeman
Will Patton
as Foot and A Half George
Ivan Martin
as The Sanctimonious Kid
Chris LeBlanc
as Corbett
Rusty Schwimmer
as Salt Chunk Mary
Where to Watch
fzmovies.cmsAlice
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Filming Location
127A Smithfield Road, Frederiksted, Virgin Islands
Production
Castle Rock Entertainment
Award
21 wins & 43 nominations total
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User Review
Good movie!
Good movie!
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