Paul Rudd as Jeff Reigert

Adam Brody as Stephen Montgomery

Jon Hamm as Skydiving Guide Chris Knarl

Winona Ryder as Kelly La Fonda

Ken Marino as Dr. Glenn Richie

Todd Holoubek as Camera Man Stuart Blumberg

Mather Zickel as Louis La Fonda

Ali Marsh as 'Entertainment Beat' Host George Reardon

Raisy Pereyra as Dorothy Sheen

Edmund Genest as Governor Beaumont Hutchins

Ron Silver as Fielding Barnes

Heidi Neurauter as Helen Campbell-Holland

Michael Paul as Harlan Swallow

Jason Antoon as Salazar 'Fred' McBairn

Andrea Rosen as Polly 'Carol' Samuels

Chris Wylde as Kevin Lipworth

Siri Baruc as Party Girl Natalie Freyberg

Reed Birney as Jim Stansel

Erica Oyama as Breem Benson

Famke Janssen as Gretchen Reigert

Gretchen Mol as Gloria Jennings

A.D. Miles as Oliver Jennings

Jason Sudeikis as Tony Contiella

Alfredo Gonzalez as Pedicab Driver

Paco Mauri as Alfonso Zavata

Victoria Pérez as Rosa Zavata

Fernando Baena as Mango Vendor Rodriguez Rodriguez

Justin Theroux as Jesus H. Christ

Tommy Nelson as Noah Jennings

Liev Schreiber as Ray Johnson

Zak Orth as Prosecutor / Tour Guide Barge Michaelson

Nina Hellman as Nurse Nancy Hellman

Beth Dover as Sheila Contiella

Matt Ballard as Defense Attorney Greg Splenda

Novella Nelson as Judge Sophia R. Jackson

Scott Sowers as Jury Foreman Barry Noodle

Michael Mulheren as Carvin 'Big Buster' Waggle

Jessica Alba as Liz Anne Blazer

Kevin Allison as Stanley Jaffe

Kerri Kenney as Bernice Jaffe

Cedric Sanders as Greg Jaffe

Arlen Escarpeta as Todd Jaffe

Oliver Platt as Marc Jacobson

David Wain as Abe Grossman / Cartoon Voices

Thomas Lennon as Scotty Pale

Zandy Hartig as Sally Johnson / Callie Mardino / Cartoon Voices

Joe Lo Truglio as Paul Mardino

Charlie McDermott as Jake Johnson

Zach Page as Loofie Lavinsky

Janeane Garofalo as Nuclear Powerplant Shift Supervisor Beth Soden

Rob Corddry as Duane Rosenblum

Antonio Zavala Kugler as Prison Guard Carlos Lopez 'Gonzalez' Banderas

Michael Ian Black as Prison Guard Jamberg Saivon

Rashida Jones as Hostess Rebecca Fornier

Michael Showalter as Police Lt. Flarn Bleern

Joe Passaro as Xylophone Player Clovis Handleman

Jerry Grayson as Junkie Floyd Congril Dillon

John Tormey as Junkie Jerry Park

Philip Levy as Junkie Tommy 'Thomas' McKee

H. Jon Benjamin as Lying Rhino (voice)

Jonathan Stern as Cartoon Voices / Naked Guy

Peter Salett as Lying Rhino Body

Bobby Cannavale as Marty McBride

Robert Ben Garant as Self

Andrew Dawson as Principal DiBiaso

John Patrick Barry as Naked Guy

Fred Basco as Naked Guy

Village as Naked Guy

Jack Fisher as Naked Guy

Seth Herzog as Naked Guy

Andy Kaufman as Naked Guy

Paul Richard Kessler as Naked Guy

Morris S. Levy as Naked Guy

Tom McHugh as Naked Guy

Phil Michas as Naked Guy

Peter Moore as Naked Guy

David Ressel as Naked Guy

Noam Rosen as Naked Guy

Eric Tepper as Naked Guy

Craig Wedren as Naked Guy