
The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.
Cast

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)
Crew

Jordan Brady
Director

Jay Lacopo
Writer
Paul Seydor
Editor
Sam Citron
Editor
Jonathan Brown
Director of Photography
Yoram Pelman
Executive Producer

Matt Damon
Executive Producer

Ben Affleck
Executive Producer
Stavros Merjos
Producer
Chad Snopek
Producer

Chris Moore
Producer
Adam Rosenfelt
Producer
Marc Schaberg
Associate Producer
Jeff Balis
Associate Producer
Louis G. Friedman
Co-Producer
Cosmas A. Demetriou
Production Design
Greg Rhineer
Camera Operator
Renee Hedstrom
Second Assistant Camera
Heather Page
"A" Camera Operator
Thomas Vandermillen
First Assistant "A" Camera
Ron Hirshman
First Assistant "A" Camera, First Assistant "B" Camera
Mason Kulhawik
Second Assistant "A" Camera

Charles Papert
"B" Camera Operator
Stephane Cojot-Goldberg
First Assistant "B" Camera
Gavin Alcott
First Assistant "B" Camera
Stephan Clancey
Second Assistant "B" Camera
David Chameides
Steadicam Operator
Joe Broderick
Steadicam Operator

Leesa Evans
Costume Design
Tarra D. Day
Makeup Department Head
Amy L. Disarro
Makeup Artist
Jeff Lewis
Makeup Artist
Lisa Coleman
Music

Wendy Melvoin
Music
Hernan Camacho
Set Decoration
Christopher Carlson
Set Decoration
Vivian Zink
Still Photographer

Dane Farwell
Stunts

Lisa Hoyle
Stunts

Andy Gill
Stunts
Anthony G. Nakonechnyj
Gaffer
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