Dynamic Watchlist Hub: Apr 19, 2026

10 Best Movies Like The Gambler

If you loved The Gambler, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for The Gambler.

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#1
Easy Money

Easy Money

1983★ 6.0

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him....

#2
Taking Care of Business

Taking Care of Business

1990★ 6.3

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him....

#3
In the Soup

In the Soup

1992★ 6.6

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

An aspiring young filmmaker gets involved with an eccentric gangster for the financing of his first film....

#4
Small Apartments

Small Apartments

2012★ 5.8

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved br...

#5
Jackass Presents: Bad Grandpa

Jackass Presents: Bad Grandpa

2013★ 6.1

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy....

#6
Oscar

Oscar

1991★ 6.3

Why watch this? A perfect follow-up to The Gambler for fans of Comedy. It captures a similar light-hearted atmosphere.

Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making...

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