Adam Scott as Carter

Richard Jenkins as Hugh

Catherine O'Hara as Melissa

Amy Poehler as Sondra

Mary Elizabeth Winstead as Lauren Stinger

Clark Duke as Trey

Ken Howard as Gary

Valerie Tian as Kieko

Jessica Alba as Michelle

Jane Lynch as Dr. Judith

Adam Pally as Mark

Vickie Eng as Mrs. Kobayashi

Trevor Scott Standish as Young Carter (as Trevor Standish)

Greyson Chadwick as Crying Waitress (uncredited)

Sarah Burns as Margo

Jamie Renell as Tyler

Valerie Payton as Etta

Gavin Luckett as Emily

Vince Canlas as Mr. Kobayashi

Mark Oliver as Mr. Stringer

Todd Denson as Maitre d'

Brian Kurlander as David

Sarah Vowell as Lorraine

Steve Coulter as Charles

David Kronawitter as Lawyer

Leland L. Jones as Fire Chief

Claire Bronson as Cynthia

Andrea Moore as Coat Check Girl

Trevor Scott Standish as Young Carter

Frank Roberts as Jewelry Shop Owner

Gregory Bromfield as Waiter (uncredited)

Michael H. Cole as Ted (uncredited)

Niki Davis as Birthday Party Mom (uncredited)

Michelle Flanagan-Helmeczy as Bar Patron (uncredited)

Liana Loggins as Restaurant Patron (uncredited)

Kacie Jo Marta Nickles as Yoga / kick boxer (uncredited)