Tim Allen as Eliot Arnold

Rene Russo as Anna Herk

Ben Foster as Matt Arnold

Jason Lee as Puggy

Stanley Tucci as Arthur Herk

Dennis Farina as Henry Desalvo

Zooey Deschanel as Jenny Herk

Janeane Garofalo as Monica Romero

Sofía Vergara as Nina

Tom Sizemore as Snake

Johnny Knoxville as Eddie

Omar Epps as Seitz

Heavy D as Greer

Patrick Warburton as Walter Kramitz

Jack Kehler as Leonard

DJ Qualls as Andrew

Michael McShane as Bruce

Andy Richter as Jack/Ralph Pendick

Daniel London as John

Lars Arentz-Hansen as Leo

Cullen Douglas as Captain Justin Hobart

Flip Schultz as Co-Pilot Jan Vigushin

Patrick Mickler as Cigar Buddy

Gerald Owens as Cigar Buddy

Mitchell Carrey as Cigar Buddy

Nathalie Latronico as Heather Weintraub

Jon Kasdan as Jack Pendick Trainee

Ian Marioles as Editorial Assistant

Philip Nolen as Deeber

David Koepp as Annoyed Sports Radio Host (voice)

Barry Sonnenfeld as Confused Sports Radio Call In (voice)

Jay Rasumny as Courier #1

Ruben Gomez as Courier #2

Antoni Corone as William Spaulding

Siobhan Fallon Hogan as Fly by Air Ticket Agent

Kava Stewartson as Sour Airport Security

Gloria Laino as Airport X-Ray Operator

Carmen López as Airport Stern Security Woman

Mark Salem as Fly By Air Baggage Handler

Renato Campilongo as Gang Leader

Marc Macaulay as Arch Ridley

James Martin Kelly as Geo Salesman

Dave Corey as Cellmate Dwight

Selma Cipes as Retiree #1

Sid Raymond as Retiree #2

Jody Wilson as Retiree #3

Maurice Alvey as Retiree #4

Mia Finnegan as Aerobics Announcer (voice)

Eric Geller as Aerobics Announcer (voice)

Paul Barth as Airline Pilot

Martha Stewart as Herself

Deborah Smith Ford as Bag Lady (uncredited)

Ron Madoff as Extra