Movies Like Who's Your Caddy?
If you loved Who's Your Caddy?'s Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks
The Caddy
Although the son of a skilled golfer and an outstanding player in his own right, Harvey Miller is too nervous to play in front of a gallery, so he acts as coach and caddy for Joe Anthony, his girlfriend's brother.
Caddyshack
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 yard. In order to succeed, he must first win the favour of the elitist Judge Smails, and then the caddy golf tournament which Smails sponsors.
Happy Gilmore 2
Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes.
White Men Can't Jump
Two street basketball hustlers try to con each other, then team up for a bigger score.
Magic Mike
Mike, an experienced stripper, takes a younger performer called The Kid under his wing and schools him in the arts of partying, picking up women, and making easy money.
The Birdcage
A gay cabaret owner and his drag queen partner agree to put up a false heterosexual front so that their son can introduce them to his fiancée's conservative parents.
Tin Cup
A washed up golf pro working at a driving range tries to qualify for the US Open in order to win the heart of his succesful rival's girlfriend.
Don't Be a Menace to South Central While Drinking Your Juice in the Hood
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 his gang-banging cousin Loc Dog, who along with the requisite pistols and Uzi carries a thermo-nuclear warhead for self-defense. Will Ashtray be able to keep living the straight life?
More Movies Like Who's Your Caddy?
Happy Gilmore
Failed hockey player-turned-golf whiz Happy Gilmore — whose unconventional approach and antics on the green courts the ire of rival Shooter McGavin — is determined to win a PGA tournament so he can save his granny's house with the prize money. Meanwhile, an attractive tour publicist tries to soften Happy's image.
Dear White People
A campus culture war between Blacks and whites at a predominantly white Ivy League college comes to a head when the staff of a satirical magazine stages an offensive Halloween party.
Do Revenge
A dethroned queen bee at a posh private high school strikes a secret deal with an unassuming new student to enact revenge on one another’s enemies.
The Underdoggs
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 team in his hometown, he sees it mostly as an opportunity to rebuild his public image. But in the process, he may just turn his life around and rediscover his love of the game.
Watermelon Man
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 skin inexplicably turns dark overnight.
Fired Up!
Popular high schoolers and best friends Shawn and Nick decide to ditch football camp for cheerleader camp. For the girls and for the glory.
Casino Jack
Based on a true story, a hot shot Washington DC lobbyist and his protégé go down hard as their schemes to peddle influence lead to corruption and murder.
I'm Gonna Git You Sucka
Jack Spade returns from the army in his old ghetto neighbourhood when his brother, June Bug, dies. Jack declares war on Mr. Big, powerful local crimelord. His army is led by John Slade, his childhood idol who used to fight bad guys in the 70s.
Ali G Indahouse
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 embraced by the nation as the voice of youth and 'realness', making the Prime Minister and his government more popular than ever.
Anchorman 2: The Legend Continues
With the 70s behind him, San Diego's top rated newsman, Ron Burgundy, returns to take New York's first 24-hour news channel by storm.
I'm Still Here
I'm Still Here is a portrayal of a tumultuous year in the life of actor Joaquin Phoenix. With remarkable access, the film follows the Oscar-nominee as he announces his retirement from a successful film career in the fall of 2008 and sets off to reinvent himself as a hip-hop musician. The film is a portrait of an artist at a crossroads and explores notions of courage and creative reinvention, as well as the ramifications of a life spent in the public eye.
Not Another Teen Movie
On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.
Why These Movies Are Similar
These recommendations share core qualities with Who's Your Caddy? (2007): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Who's Your Caddy?.
See full details for Who's Your Caddy? (2007)