Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Windfall

If you loved Windfall, 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 Windfall.

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#1
Fun with Dick and Jane

Fun with Dick and Jane

1977★ 6.6

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

When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation....

#2
Ricky Gervais Live 2: Politics

Ricky Gervais Live 2: Politics

2004★ 6.9

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

A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics....

#3
Taking Care of Business

Taking Care of Business

1990★ 6.3

Why watch this? A perfect follow-up to Windfall 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....

#4
The Little Rascals Save the Day

The Little Rascals Save the Day

2014★ 6.3

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

When the Little Rascals are unable to raise enough money to save their grandma's bakery from shutting down, their only hope is to win a local talent show and use the prize money to...

#5
Bill Burr: Why Do I Do This?

Bill Burr: Why Do I Do This?

2008★ 7.7

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

One of America's fastest-rising comedians, Bill Burr wields his razor-sharp wit with rare skill. In this brand-new stand-up performance, Bill takes aim at the stuff that drives us ...

#6
Bill Burr: You People Are All The Same

Bill Burr: You People Are All The Same

2012★ 7.6

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

Taking the stage in Washington, D.C., funnyman Bill Burr brings his stinging brand of humor to the spotlight, uncorking a profanity-laced, incisive routine that pokes fun at plasti...

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