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Cast A.D. Miles ..... Oliver Jennings Adam Brody ..... Stephen Montgomery Alfredo Gonzalez ..... Pedicab Driver Ali Marsh ..... Entertainment Beat' Host George Reardon Andrea Rosen ..... Polly 'Carol' Samuels Andrew Dawson ..... Principal DiBiaso Arlen Escarpeta ..... Todd Jaffe Beth Dover ..... Sheila Contiella Bobby Cannavale ..... Marty McBride Cedric Sanders ..... Greg Jaffe Charlie McDermott ..... Jake Johnson Chris Wylde ..... Kevin Lipworth David Diaan ..... Landlord Izzy Mavis David Wain ..... Abe Grossman Edmund Genest ..... Governor Beaumont Hutchins Famke Janssen ..... Gretchen Reigert Gretchen Mol ..... Gloria Jennings Jason Antoon ..... Salazar 'Fred' McBairn Jason Sudeikis ..... Tony Contiella Jerry Grayson ..... Junkie Floyd Congril Dillon Jessica Alba ..... Liz Anne Blazer Joe Lo Truglio ..... Paul Mardino Jon Hamm ..... Skydiving Guide Chris Knarl Justin Theroux ..... Jesus H. Christ Ken Marino ..... Dr. Glenn Richie Kerri Kenney ..... Bernice Jaffe Kevin Allison ..... Stanley Jaffe Liev Schreiber ..... Ray Johnson Mather Zickel ..... Louis La Fonda Matt Ballard ..... Defense Attorney Greg Splenda Michael Ian Black ..... Prison Guard Jamberg Saivon Michael Mulheren ..... Carvin 'Big Buster' Waggle Michael Showalter ..... Police Lt. Flarn Bleern Michael Ziegfeld ..... Harlan Swallow Novella Nelson ..... Judge Sophia R. Jackson Oliver Platt ..... Marc Jacobson Paco Mauri ..... Alfonso Zavata Paul Rudd ..... Jeff Reigert Peter Salett ..... Lying Rhino Body Reed Birney ..... Jim Stansel Rob Corddry ..... Duane Rosenblum Ron Silver ..... Fielding Barnes Scott Sowers ..... Jury Foreman Barry Noodle Siri Baruc ..... Party Girl Natalie Freyberg Thomas Lennon ..... Scotty Pale Todd Holoubek ..... Camera Man Stuart Blumberg Victoria Perez ..... Rosa Zavata Village ..... Naked Guy Winona Ryder ..... Kelly La Fonda Zach Page ..... Loofie Lavinsky Zak Orth ..... Prosecutor / Tour Guide Barge Michaelson Zandy Hartig ..... Callie Mardino

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