Dynamic Watchlist Hub: May 17, 2026

10 Best Movies Like Stop Whining and Start Winning

If you loved Stop Whining and Start Winning, 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 Stop Whining and Start Winning.

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#1
London Calling

London Calling

2025★ 6.6

Why watch this? A perfect follow-up to Stop Whining and Start Winning for fans of Comedy. It captures a similar light-hearted atmosphere.

After fleeing the UK from a job gone wrong, a down on his luck hitman is forced to babysit the son of his new crime boss and show him how to become a man....

#2
Easy Money

Easy Money

1983★ 6.0

Why watch this? A perfect follow-up to Stop Whining and Start Winning for fans of Comedy. It captures a similar light-hearted atmosphere.

To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him....

#3
Taking Care of Business

Taking Care of Business

1990★ 6.3

Why watch this? A perfect follow-up to Stop Whining and Start Winning 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
Ricky Gervais: Mortality

Ricky Gervais: Mortality

2025★ 7.0

Why watch this? A perfect follow-up to Stop Whining and Start Winning for fans of Comedy. It captures a similar light-hearted atmosphere.

Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality....

#5
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer

Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer

2025★ 7.0

Why watch this? A perfect follow-up to Stop Whining and Start Winning for fans of Comedy. It captures a similar light-hearted atmosphere.

A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by n...

#6
The Wedding Year

The Wedding Year

2019★ 6.0

Why watch this? A perfect follow-up to Stop Whining and Start Winning for fans of Comedy. It captures a similar light-hearted atmosphere.

A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year....

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