- Owen Wilson Character (John Beckwith)
- Vince Vaughn Character (Jeremy Grey)
- Christopher Walken Character (Secretary William Cleary)
- Rachel McAdams Character (Claire Cleary)
- Isla Fisher Character (Gloria Cleary)
- Jane Seymour Character (Kathleen Cleary)
- Bradley Cooper Character (Zachary 'Sack' Lodge)
- Henry Gibson Character (Father O'Neil)
- Keir O'Donnell Character (Todd Cleary)
- David Conrad Character (Trap)
- Ron Canada Character (Randolph)
- Ellen Dow Character (Grandma Mary Cleary)
- Dwight Yoakam Character (Mr. Kroeger)
- Rebecca De Mornay Character (Mrs. Kroeger)
- Jennifer Alden Character (Christina Cleary)
- Kathryn Joosten Character (Chazz's Mom)
- Will Ferrell Character (Chazz Reinhold)
- Diora Baird Character (Vivian)
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