Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Who's Your Caddy?

If you loved Who's Your Caddy?, 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 Who's Your Caddy?.

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#1
Caddyshack

Caddyshack

1980★ 6.6

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

At an exclusive country club, an ambitious young caddy, Danny Noonan, eagerly pursues a caddy scholarship in hopes of attending college and, in turn, avoiding a job at the lumber y...

#2
Watermelon Man

Watermelon Man

1970★ 6.3

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

A racist insurance agent lives in a typical suburban neighborhood, but his bigoted world of taunting and harassing black people on and off the job is turned upside down when his sk...

#3
Road House

Road House

1989★ 6.7

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Action. It captures a similar adrenaline-pumping atmosphere.

The Double Deuce is the meanest, loudest and rowdiest bar south of the Mason-Dixon Line, and Dalton has been hired to clean it up. He might not look like much, but the Ph.D.-educat...

#4
Don't Be a Menace to South Central While Drinking Your Juice in the Hood

Don't Be a Menace to South Central While Drinking Your Juice in the Hood

1996★ 7.0

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with...

#5
The Underdoggs

The Underdoggs

2024★ 7.0

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

Jaycen 'Two Js' Jennings is a washed-up former pro football star who has hit rock bottom. When sentenced to community service coaching the Underdoggs, an unruly pee-wee football te...

#6
Ali G Indahouse

Ali G Indahouse

2002★ 6.1

Why watch this? A perfect follow-up to Who's Your Caddy? for fans of Comedy. It captures a similar light-hearted atmosphere.

Ali G unwittingly becomes a pawn in the evil Chancellor's plot to overthrow the Prime Minister of Great Britain. However, instead of bringing the Prime Minister down, Ali is embrac...

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