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- Ben Stiller as Reuben Feffer
- Jennifer Aniston as Polly Prince
- Debra Messing as Lisa Kramer
- Philip Seymour Hoffman as Sandy Lyle
- Alec Baldwin as Stan Indursky
- Hank Azaria as Claude
- Missi Pyle as Roxanne
- Bryan Brown as Leland Van Lew
- Jsu Garcia as Javier
- Michele Lee as Vivian Feffer
- Bob Dishy as Irving Feffer
- Masi Oka as Wonsuk