Reese Witherspoon (Lisa Jorgenson), Paul Rudd (George Madison), Owen Wilson (Matty Reynolds), Jack Nicholson (Charles Madison), Dean Norris (Tom), Kathryn Hahn (Annie), Lenny Venito (Al), Yuki Matsuzaki (Tori), Shelley Conn (Terry), Tony Shalhoub (Psychiater), Molly Price (Sally), Bill McKinney (Maitre d'), Andrew Wilson (Mattys Teamkollege), Teyonah Parris (Riva), Mark Linn-Baker (Ron), Deanna Vecchio (US-Nationalmannschaft), Caitlin Hanrahan (US-Nationalmannschaft), Brian Distance (US-Nationalmannschaft), Andrea Duran (US-Nationalmannschaft), John Mitchell (australischer Baseballfan), Greg Perrow (Fan), Nate Bailey (Dr. J. Ford)