Jack Black

Hal

Gwyneth Paltrow

Rosemary

Jason Alexander

Mauricio

Joe Viterelli

Steve Shanahan

Bruce McGill

Reverend Larson

Tony Robbins

Tony Robbins

Susan Ward

Jill

Zen Gesner

Ralph

Brooke Burns

Katrina

Rob Moran

Second Tiffany

Kyle Gass

Artie

Laura Kightlinger

Jen

Nan Martin

Tanya Peeler

Sasha Joseph Neulinger

Young Hal

Erinn Bartlett

Bella

Daniel Greene

Doctor

Danny Murphy

Cabbie

Don Gavin

David Bouley

Libby Langdon

Waitress

Brianna Gardner

Cadence

Jackie Flynn

Fuel Pizza Manager

Sascha Knopf

Gorgeous Tanya

Steve Tyler

McIntosh Waiter

Darius Rucker

Capital Grille Maitre D'

Bonnie Aarons

Spastic Friend #1

Michael Corrente

Homeless Man #2

Ron Darling

Other Li'iboy

Sayed Badreya

Doctor Sayed

Abe Farrelly

Sick Kid #2

Sean Gildea

Pool Dad

Hillary Matthews

Pretty Girl with Puppy

Nick Nemeth

Night Club Goer

Molly Shannon

Mrs. Mary Larson (uncredited)

Stacy Fuson

Night Club Goer #2 (as Stacey Fuson)

Apple Farrelly

Hospital Intensive Care Unit Staff & Patient (as Apple Kocsis)

Kevin Biegel

Night Club Goer

Ryan Biegel

Night Club Goer