Summary
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.
Good for
- Friends night
- Teens
- Thought-provoking
Where to watch
Fingerprint
Not for warmth, laughs or comfort.
Cast
21 of 21
Michael PittJack Black
Ivan MartinThe Sanctimonious Kid
Will PattonFoot and a Half George
Jeremy Allen WhiteSmiler
Hannah MarksJulia
Charles BakerFreemont Older
Julia GarnerChicken
James HongOld Chinese Man
Rusty SchwimmerSalt Chunk Mary
Nina AriandaMrs. Alexander
Ted RooneyJack's Father
Skyler VerityYoung Jack
Brandon E. JacksonPrison Guard
Rusty TennantDepot Policeman
Chris LeBlancCorbett
Robert BlancheCy
Louisa KrauseIrish Annie
John PaulsenJunkie Husband
Kathy HsiehJunkie Wife
Anatol YusefDirty Dick
Anthony A. KungOpium Den Pickpocket
Crew
- Directed by
- Robinson Devor
- Written by
- Michael Pitt, Barry Gifford, Robinson Devor
- Music by
- Paul Matthew Moore
Everyone
Pick a department, or search for a name or a job (“editor”, “stunt”).
Facts
February 17, 2026 · 2 h 19 min · Violence, Strong Language, Drug Use
- Released
- February 17, 2026
- Runtime
- 2 h 19 min
- Content
- Violence, Strong Language, Drug Use
- Genres
- Western
- Original language
- English
- Made in
- United States
- Available in
- 4 countries
Tropes
Staircase Tumble, Traveling Salesman, Gone Horribly Right +6
Q&A
4 questions, like "Where can I stream You Can't Win?"
Questions about You Can't Win
Quick answers from GoodWatch data.
Is You Can't Win worth watching?
Reviews are weak, with a GoodWatch score of 46 (IMDb 4.4).
Will I feel good after watching You Can't Win?
Probably not: the title analysis rates it 7 of 10 for bleakness and 7 for melancholy, against 2 for hopefulness.
Is You Can't Win plot-driven or character-driven?
Mostly character-driven: it leans on character depth (8 of 10) and pathos (6 of 10) more than on its plot.


4.4








