Dynamic Watchlist Hub: Apr 20, 2026

10 Best Movies Like Shady Business

If you loved Shady Business, 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 Shady Business.

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#1
A Dog Year

A Dog Year

2009★ 6.2

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends hi...

#2
The Landlord

The Landlord

1970★ 5.8

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

At the age of twenty-nine, Elgar Enders "runs away" from home. This running away consists of buying a building in a black ghetto in the Park Slope section of Brooklyn. Initially, h...

#3
Don't Think Twice

Don't Think Twice

2016★ 6.4

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

An improv group deals with several crises, including the loss of their lease and one member hitting the big time....

#4
In the Soup

In the Soup

1992★ 6.7

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

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

#5
Tyler Perry's Madea's Family Reunion - The Play

Tyler Perry's Madea's Family Reunion - The Play

2002★ 6.5

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

The fireworks begin when Madea’s family gathers for her granddaughter’s wedding. As usual, Madea rules the roost, as she and her neighbor, the wacky Mr. Brown, deliver nonstop laug...

#6
Landline

Landline

2017★ 6.1

Why watch this? A perfect follow-up to Shady Business for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair....

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