Ben Stiller

Character: Alex Rose

Drew Barrymore

Character: Nancy Kendricks

Eileen Essell

Character: Mrs. Connelly

Harvey Fierstein

Character: Kenneth

Justin Theroux

Character: Coop

James Remar

Character: Chick

Robert Wisdom

Character: Officer Dan

Swoosie Kurtz

Character: Jean

Wallace Shawn

Character: Herman

Maya Rudolph

Character: Tara

Amber Valletta

Character: Celine

Cheryl Bartel

Character: Ginger

Tim Maculan

Character: Terrence

Jackie Sandler

Character: Bartender

Evgeniy Lazarev

Character: Mr. Dzerzhinsky

Kumar Pallana

Character: Indian Restaurant Owner

Philip Perlman

Character: Phil

Gary Riotto

Character: Drug Dealer

Michelle Krusiec

Character: Dr. Kang

Margie Loomis

Character: Old Biddy

Linda Porter

Character: Old Biddy

Edward Edwards

Character: Antique Dealer

Louis Giambalvo

Character: Pharmacist

Tracey Walter

Character: Pharmacy Customer

John Hamburg

Character: Mr. Friedman

Christina Kirk

Character: Mrs. Friedman

Jenette Goldstein

Character: Moderator

Leyna Nguyen

Character: Newscaster

Chuma Gault

Character: Mailroom Guy

Jim Castillo

Character: Weatherman

Michael Fahn

Character: Sneezer on Train

Roberta R. Deen

Character: Caterer

Christopher Doyle

Character: Tavern Bartender

Christine La Fontaine

Character: Don Piper Fan

Joey Banks

Character: Police Officer

Geraldine Hughes

Character: Receptionist

Picasso

Character: Little Dick

Guiles

Character: Little Dick

Bugsy

Character: Little Dick

Maestro

Character: Little Dick

Will Blomquist

Character: College Student on Subway (uncredited)

Danny DeVito

Character: Narrator (voice) (uncredited)

Azizah Rowen

Character: Barista (uncredited)

Larry Vigus

Character: Man on Street (uncredited)