Jeff Garlin as James Aaron

Sarah Silverman as Beth

Bonnie Hunt as Stella Lewis

Dan Castellaneta as Dick

David Pasquesi as Luca Giancarlo

Amy Sedaris as School Therapist - Ms. Clark

Paul Mazursky as Charlie Perlman

Richard Kind as Herb Hope

Joey Slotnick as Larry

Elle Fanning as Penelope

Aaron Carter as Marty

Gina Gershon as Self as Marty's Mother

Jessy Schram as Fake Daughter

Tim Kazurinsky as Bill Bjango

Henriette Mantel as Myra

Mina Kolb as Mrs. Aaron

Phyllis Smith as OA Lady - Marsha

Wallace Langham as Claude Clochet

Scott Adsit as Big Galoot

Roger Bart as Burl Cannalo

Helen Slayton-Hughes as Mrs. Moskowitz

Larry Neumann Jr. as Bum

Rose Abdoo as Car Dealership Receptionist

Josh Rosenblatt as Poncho Boy