Luke Wilson as Stanley

Denise Richards as Diana

Jay Lacopo as Phil

Ben Affleck as Michael

Phill Lewis as Mitch

Deborah Theaker as Nancy

Melissa McCarthy as Marilyn

Tim DeKay as Speaker

Greg Pitts as Tee

Wayne Federman as Glen Federman

Mike Schwartz as Co-Worker

Neal Matarazzo as Neal

Jim Lau as Clerk

Diana Maria Riva as Rose Lady

Blas Lorenzo as Waiter

Buck Kartalian as Old Man

Rachel Winfree as Knitting Lady

Robert M. Koch as Actor (Lincoln)

Jason Kravits as Stage Manager

Jeanette Miller as Elderly Woman

Kevin Farley as Bus Driver

Marcus DeJohn as Bill

Marilyn Staley as Mary

Veena Bidasha as Mahareinlu

David Koechner as Carl

Matthew Maher as Hank

Meredith Salenger as Sara

Bobby Slayton as Dave Bowen

Phil Reeves as Bill Sykes

Steven Shenbaum as Ted

Joan Blair as Woman On the Bus (uncredited)

Amy Boatwright as Waitress (uncredited)

Matt Damon as Kevin (uncredited)

Jeff Garlin as Office Worker (uncredited)

Joy Gohring as Drunk Office Girl (uncredited)

Lauren Graham as Woman at the Party (uncredited)

Marcus Johnson as Bill (uncredited)

Richie Keen as Rich (uncredited)

Dan Paragon as Guy Arguing (uncredited)

Marcio Rosario as Lorenzo (uncredited)

Nicole Sullivan as Sally (uncredited)