Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like High Rolling

If you loved High Rolling, 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 High Rolling.

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#1
How to Rob a Bank

How to Rob a Bank

2007★ 5.8

Why watch this? A perfect follow-up to High Rolling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation....

#2
Johnny Dangerously

Johnny Dangerously

1984★ 6.3

Why watch this? A perfect follow-up to High Rolling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills....

#3
Shadow of the Thin Man

Shadow of the Thin Man

1941★ 7.0

Why watch this? A perfect follow-up to High Rolling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

High society sleuths Nick and Nora Charles run into a variety of shady characters while investigating a race-track murder....

#4
Tough Guys

Tough Guys

1986★ 6.0

Why watch this? A perfect follow-up to High Rolling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

Harry Doyle and Archie Lang are two old-time train robbers, who held up a train in 1956 and have been incarcerated for thirty years. After serving their time, they are released fro...

#5
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

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

An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket)...

#6
Stark Raving Mad

Stark Raving Mad

2002★ 6.1

Why watch this? A perfect follow-up to High Rolling for fans of Comedy & Crime. It captures a similar light-hearted atmosphere.

A crook quietly plots his revenge against the boss who murdered his brother while working for him....

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