Dynamic Watchlist Hub: Apr 19, 2026

10 Best Movies Like Insurance

If you loved Insurance, 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 Insurance.

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#1
Nurse Betty

Nurse Betty

2000★ 6.1

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

What happens when a person decides that life is merely a state of mind? If you're Betty, a small-town waitress and soap opera fan from Fair Oaks, Kansas, you refuse to believe that...

#2
Cocktail

Cocktail

1988★ 6.1

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

After being discharged from the Army, Brian Flanagan moves back to Queens and takes a job in a bar run by Doug Coughlin, who teaches Brian the fine art of bar-tending. Brian quickl...

#3
Guys and Dolls

Guys and Dolls

1955★ 6.5

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

In New York, a gambler is challenged to take a cold female missionary to Havana, but they fall for each other, and the bet has a hidden motive to finance a crap game....

#4
The Big Kahuna

The Big Kahuna

1999★ 6.8

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

Three salesmen working for a firm that makes industrial lubricants are waiting in the company's "hospitality suite" at a manufacturers' convention for a "big kahuna" named Dick Ful...

#5
Bar Fight

Bar Fight

2022★ 6.3

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

Nina and Allen split everything in their lives 50/50 after their break-up to avoid any drama—everything, that is, except for their favorite local bar. Nina and Allen must compete i...

#6
Adventures in Babysitting

Adventures in Babysitting

1987★ 6.9

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

When plans with her boyfriend fall through, high school senior Chris Parker ends up babysitting the Anderson kids, Brad and Sara. What should be a quiet night in, however, turns in...

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