Ben Stiller as Jerry Stahl

Elizabeth Hurley as Sandra

Maria Bello as Kitty

Owen Wilson as Nicky

Lourdes Benedicto as Vola

Peter Greene as Gus

Cheryl Ladd as Pamela Verlaine

Fred Willard as Craig Ziffer

Charles Fleischer as Allen from Mr. Chompers

Janeane Garofalo as Jana Farmer

Connie Nielsen as Dagmar

Sandra Oh as Friend

Jerry Stahl as Dr. Murphy

Jay Paulson as Phoenix Punk

Spencer Garrett as Brad / Tim from Mr. Chompers

Chauncey Leopardi as Jerry at 16

Mary Thompson as Grandma White

Liz Torres as Dita

Douglas Spain as Miguel

Scott Williamson as Gary Warren

Nancye Ferguson as Nurse

Sam Anderson as Dr. Olson

John Prosky as Cop

Andy Dick as 'Damian', Talk Show Guest

Lainie Kazan as Jerry's Mother at Funeral

Daniel Hartley as Benny (uncredited)