3/10
Lazy and derivative.
23 July 2021
When rapper Christopher "C-Note" Hawkins (Big Boi) is denied membership into an exclusive Carolina Pines Country Club by the snobbish Cummings (Jeffrey Jones), C-Note takes measures to make himself a nuisance buying the neighboring property and forcing his way into the club where his lifestyle and image clash with the uptight rigid Carolina Pines establishment with Cummings using every means possible to get rid of C-Note.

In the series finale of the short lived Clerks: The Animated Series, there's a brief bit where Randall and Dante are pleased to find themselves in Caddyshack only to react in horror when text appears reading "Caddyshack III: Caddies in da Hood. The shack is back......and BLACK", now we know why they were scared. Released during the crowded July weekend in 2007 that also featured the debut of The Simpsons Movie, Who's Your Caddy limped out to the minimum number of theaters to qualify a "wide release" and opened at number 10 at the box office fading from theaters quickly. The movie received harsh reviews from critics with many pointing out the blatant similarities to Caddyshack. While the movie isn't unwatchable and probably doesn't deserve to be on the same tier as the Seltzerberg comedies where it currently stands, it's still a lazy pandering slog.

The movie begins right out of the gate with the hackneyed use of classical music only to be interrupted by loud rap as we follow C-Note's entourage to the country club. The movie has the subtlety and restraint of a battering ram with most jokes basically approached in the same manner as that opening with very telegraphed pay offs you've seen before including a reference to the Flight of the Valkyries scene from Apocalypse Now when we see C-Note's helicopter that's treated as a joke in and of itself. Big Boi as C-Note does not have any comedic aptitude as he's played overly stiff and reserved with not much comic energy. Jeffrey Jones is also way past his prime playing a poor man's Ted Knight and with his slow lumbering mannerisms he doesn't bring the needed energy to make his character funny. Faizon Love as Big Large is clearly intended to be this movie's equivalent of Bill Murray's Carl Spackler, but instead is closer in spirit to Dan Akyroyd's Tom Everett from Caddyshack II. Faizon basically has two go tos: 1) Make funny faces and 2) repeat dialogue spoken by other characters in silly voices. Faizon does this repeatedly throughout the movie and also often laughs at his own exchanges making him rather grating during the film's runtime.

Who's Your Caddy? Is what it is: A rehash of Caddyshack filtered by way of The Cookout. It doesn't take the time to create characters or comic friction instead relying and bare basics culture clashes that movie mistakes for jokes as is and it's pretty shameless about just how much it crimps from Caddyshack down to a subplot with C-Note mentoring a caddy like Ty Webb. It's just a waste of time, but it wasn't painful like other comedies I've seen so it has that going for it.
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