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| Jesse Eisenberg | James Brennan |
| Kristen Stewart | Em Lewin |
| Martin Starr | Joel |
| Kristen Wiig | Paulette |
| Bill Hader | Bobby |
| Margarita Levieva | Lisa P. |
| Jack Gilpin | Mr. Brennan |
| Josh Pais | Mr. Lewin |
| Wendie Malick | Mrs. Brennan |
| Mary Birdsong | Francy |
| Matt Bush | Tommy Frigo |
| Paige Howard | Sue O'Malley |
| Dan Bittner | Pete O'Malley |
| Ryan Reynolds | Mike Connell |
It's the summer of 1987, and recent college grad James Brennan can't wait to begin his long-anticipated dream trip to Europe. Unfortunately, James' plans come to a screeching halt when his parents announce that they are unable to subsidize his trip. Forced to take a job at the local amusement park, James prepares for the worst summer ever, until he finds love with a captivating co-worker named Em .
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