Luke Wilson

Stanley

Denise Richards

Diana

Jay Lacopo

Phil

Ben Affleck

Michael

Phill Lewis

Mitch

Deborah Theaker

Nancy

Melissa McCarthy

Marilyn

Tim DeKay

Speaker

Greg Pitts

Tee

Wayne Federman

Glen Federman

Mike Schwartz

Co-Worker

Neal Matarazzo

Neal

Jim Lau

Clerk

Diana Maria Riva

Rose Lady

Blas Lorenzo

Waiter

Buck Kartalian

Old Man

Rachel Winfree

Knitting Lady

Robert M. Koch

Actor (Lincoln)

Jason Kravits

Stage Manager

Jeanette Miller

Elderly Woman

Kevin Farley

Bus Driver

Marcus DeJohn

Bill

Marilyn Staley

Mary

Veena Bidasha

Mahareinlu

David Koechner

Carl

Matthew Maher

Hank

Meredith Salenger

Sara

Bobby Slayton

Dave Bowen

Phil Reeves

Bill Sykes

Steven Shenbaum

Ted

Joan Blair

Woman On the Bus (uncredited)

Amy Boatwright

Waitress (uncredited)

Matt Damon

Kevin (uncredited)

Jeff Garlin

Office Worker (uncredited)

Joy Gohring

Drunk Office Girl (uncredited)

Lauren Graham

Woman at the Party (uncredited)

Marcus Johnson

Bill (uncredited)

Richie Keen

Rich (uncredited)

Dan Paragon

Guy Arguing (uncredited)

Marcio Rosario

Lorenzo (uncredited)

Nicole Sullivan

Sally (uncredited)