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Two homeless guys, $20, and Steve Guttenberg. What could go wrong?
TMDB
30
IMDb
73
Rotten Tomatoes
50
Audience Score
50

Jackson (2008)

gritty indiebittersweet bromanceurban odyssey

Overview

Drama

Donald (Barry Primus) promises Sam (Charlie Robinson) the best day of his life. This seems unlikely, given they are both homeless men mired in the bleak landscape of Los Angeles' Skid Row. Moreover, the source of Donald's optimism is a mere $20 bill (called a "Jackson") which he bummed off a passing businessman (Steve Guttenberg) earlier that day. But Donald vows that with it, they can do anything, and drags a reluctant Sam off in search of adventure.

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Content warning
dignity in povertyfriendship as survivalAmerican inequalityhope vs. delusion

Standout Aspects

Acting

Primus and Robinson's chemistry carries every frame.

Direction

Lawton finds poetry in Skid Row without exploitation.

Production

Authentic LA locations that big-budget films sanitize away.

Best for:Solo: Late night when you need to feel something quietly.·Streaming: When you want obscure 2000s dramas that time forgot.·Date Night: If your partner cries at commercials. Test your bond.
Heads up:Emotional: Unflinching look at homelessness and systemic failure.·Triggers: Substance use and implied past trauma, handled with care.
J.F. Lawton

Director

J.F. Lawton

ReleasedSep 13, 2008
Runtime1h 37m
StatusReleased

Vibe

Pacesteady
Intensitymedium
Tonemixed
Feelheavy
Beltek Entertainment
Danzel Phonographic Arts

Top Cast

Barry Primus

Barry Primus

Donald

Charles Robinson

Charles Robinson

Sam

Steve Guttenberg

Steve Guttenberg

Businessman

Debra Jo Rupp

Debra Jo Rupp

Nice Lady

Neal Matarazzo

Neal Matarazzo

Stockbroker

Ask about Jackson

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Deep Dive

Trivia, insights & behind the scenes

Trivia

Director J.F. Lawton wrote Pretty Woman—this is basically its spiritual opposite, swapping fairy tales for harsh reality.

Cultural

Shot on actual Skid Row with homeless residents as extras; the production donated equipment to local shelters after wrapping.

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