Robert Farrelly Director Peter Farrelly Director Woody Harrelson Roy Munson Actor Randy Quaid Ishmael Boorg Actor Vanessa Angel Claudia Actor Bill Murray Ernie McCracken Actor Chris Elliott The Gambler Actor William Jordan Mr. Boorg Actor Richard Tyson Owner of Stiffy's Actor Lin Shaye Roy's Landlady Actor Zen Gesner Thomas Boorg Actor Prudence Wright Holmes Mrs. Boorg Actor Rob Moran Stanley Osmanski Actor Daniel Greene Calvert Munson Actor Barry Fanaro Writer Mort Nathan Writer Steven Stabler Producer Bradley Thomas Producer Brad Krevoy Producer Keith Samples Executive Producer Steve Samples Executive Producer Joe Kraemer Original Music Mark Irwin Cinematographer Christopher Greenbury Film Editing Freedy Johnston Original Music Chan Kinchla Original Music Sydney J. Bartholomew Jr. Production Design Arlan Jay Vetter Art Director Bradford Johnson Set Decoration Mary Zophres Costume Design Rick Montgomery Casting Dan Parada Casting