Dynamic Watchlist Hub: Apr 18, 2026

10 Best Movies Like My Stupid Boss 2

If you loved My Stupid Boss 2, 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 My Stupid Boss 2.

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#1
SubUrbia

SubUrbia

1997★ 6.2

Why watch this? A perfect follow-up to My Stupid Boss 2 for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

A group of suburban teenagers try to support each other through the difficult task of becoming adults....

#2
A Dog Year

A Dog Year

2009★ 6.2

Why watch this? A perfect follow-up to My Stupid Boss 2 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...

#3
Don't Think Twice

Don't Think Twice

2016★ 6.4

Why watch this? A perfect follow-up to My Stupid Boss 2 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
It Runs in the Family

It Runs in the Family

2003★ 6.0

Why watch this? A perfect follow-up to My Stupid Boss 2 for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

This is the story of a dysfunctional New York family, and their attempts to reconcile...

#5
The Lords of Flatbush

The Lords of Flatbush

1974★ 5.8

Why watch this? A perfect follow-up to My Stupid Boss 2 for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Set in 1958, the coming of age story follows four lower middle-class Brooklyn teenagers known as The Lords of Flatbush. The Lords chase girls, steal cars, shoot pool, get into stre...

#6
Hooking Up

Hooking Up

2020★ 6.3

Why watch this? A perfect follow-up to My Stupid Boss 2 for fans of Comedy & Drama. It captures a similar light-hearted atmosphere.

Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addi...

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