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- Owen Wilson as Richard "Rick" Mills
- Jason Sudeikis as Fred Searing
- Jenna Fischer as Maggie Mills
- Christina Applegate as Grace Searing
- Joy Behar as Dr. Lucille "Lucy" Gilbert
- Nicky Whelan as Leigh
- Alexandra Daddario as Paige
- Derek Waters as Brent
- Kristin Carey as Aunt Meg
- Tyler Hoechlin as Gerry
- Stephen Merchant as Gary Putney
- J.B. Smoove as Flats
- Larry Joe Campbell as Hog Head McCormick
- Richard Jenkins as Coakley
- Lauren Bowles as Britney
- Vanessa Angel as Missy Frankinopoulos
- Alyssa Milano as Mandy