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| Chevy Chase | Ty Webb |
| Rodney Dangerfield | Al Czervik |
| Bill Murray | Carl Spackler |
| Ted Knight | Judge Smails |
| Michael O'Keefe | Danny Noonan |
| Sarah Holcomb | Maggie O'Hooligan |
| Scott Colomby | Tony D'Annunzio |
| Cindy Morgan | Lacey Underall |
| Dan Resin | Dr. Beeper |
| Henry Wilcoxon | The Bishop |
| Elaine Aiken | Mrs. Noonan |
| Albert Salmi | Mr. Noonan |
| Ann Ryerson | Grace |
| Brian Doyle-Murray | Lou Loomis |
| Hamilton Mitchell | Motormouth |
| Peter Berkrot | Angie D'Annunzio |
| John F. Barmon Jr. | Spaulding Smalls |
| Lois Kibbee | Mrs. Smalls |
| Brian McConnachie | Scott |
Danny Noonan, a teen down on his luck, works as a caddy at the snob-infested Bushwood Country Club to raise money for his college education. In an attempt to gain votes for a college scholarship reserved for caddies, Noonan volunteers to caddy for a prominent and influential club member . Meanwhile, Danny struggles to prepare for the high pressure Caddy Day golf tournament while absorbing New Age advice from wealthy golf guru Ty Webb .
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