Find Movies & TV

Who's Your Caddy?

Directed by Don Michael Paul

PG-13

2007 1h 33mComedy, Sport

2.36%59%

When a rap mogul from Atlanta tries to join a conservative country club in the Carolinas he runs into fierce opposition from the board President- but it's nothing that he and his entourage can't handle.

Where to Watch Who's Your Caddy?

Cast of Who's Your Caddy?

Big BoiC-Note
Lil WayneHimself
Faizon LoveBig Large
Andy MilonakisWilson Cummings
Terry CrewsTank
Tony CoxBig Willie Johnson
Cam GigandetMick
Tamala JonesShannon Williams
Sherri ShepherdLady G
Jeffrey JonesRichard Cummings
Mick PartridgeValet
James AveryCaddy Mack
Michael BurgessCarolina Cop
Susan WardMrs. Cummings
Jenifer LewisC-Note's Mom
Jim PiddockHarrington
Samantha LemoleSecretary
Todd SherryRealtor
Robert Curtis BrownFrosty
Garrett MorrisReverend
Chris HowellDistinguished Gentleman
Bill SloanMayor
Don Michael PaulDirector / Writer
Bradley AllensteinWriter
Robert HennyWriter
Christopher EbertsProducer
Kia JamProducer
Arnold RifkinProducer
Tracey EdmondsProducer

Who's Your Caddy? Ratings & Reviews

Manuel FrangisApril 5, 2025
I just watched Who’s Your Caddy? and I give it 5 out of 5 stars. This movie is ridiculous in the best way. It is over the top, loud, and totally not trying to be anything serious. And that is exactly why I had so much fun watching it. It knows what kind of comedy it is and leans into it hard. If you are in the mood for something dumb, bold, and packed with personality, this movie delivers. The story follows C-Note, a hip hop mogul played by Big Boi from Outkast, who tries to join a fancy, private country club in the South. The people who run the club do not want him there, and that kicks off the whole movie. C-Note is not having it. He brings his crew, his energy, and his own style straight into the middle of this stuck up, old money world. The clash between the two sides is what makes the movie so entertaining. Big Boi is hilarious in this role. He has great timing, he knows how to deliver a punchline, and he makes C-Note feel like a real character. Confident, flashy, and ready to take over the golf course. Watching him go toe to toe with the uptight country club members is nonstop fun. He completely takes over every scene he is in and keeps the energy high from start to finish. The rest of the cast is also stacked with funny people. Faizon Love, Terry Crews, Sherri Shepherd, and Andy Milonakis all bring their own style to the comedy. Everyone is just having a blast, and that vibe comes through on screen. Every character is turned up to eleven, and it works because the movie never tries to tone anything down. It is loud, colorful, and full of ridiculous moments that had me laughing out loud. The comedy is definitely wild. It is not trying to be clever or subtle. It is in your face, with sight gags, over the top characters, and jokes that go for the biggest reaction. Some people might say it is too much, but I think that is what makes it so funny. It has no interest in playing it safe. It goes all in with every scene, whether it is a chaotic golf match, a dance off, or just a straight up roast session between characters. The golf angle is also just fun. Seeing someone like C-Note completely shake up the traditions of a quiet, strict golf club makes for great comedy. The movie has a lot of fun flipping the country club world upside down, and it is satisfying to watch the characters who act like they run everything slowly lose control. There are a few moments that even feel a little bit inspiring, as weird as that sounds. It is about breaking into spaces where people think you do not belong, and doing it on your own terms. I give Who’s Your Caddy? 5 out of 5 stars because it made me laugh the whole way through. It is loud, bold, silly, and full of great performances from a cast that clearly just wanted to make something fun. Overall Who’s Your Caddy? is an underrated comedy that is all about going against the system with swagger and attitude. It is not deep, but it is hilarious and a great time if you are in the mood to laugh and not think too hard. I loved it.

Watch Who's Your Caddy? Videos

Who's Your Caddy?
Who's Your Caddy?Trailer

Take Plex everywhere

Watch free anytime, anywhere, on almost any device.

See the full list of supported devices