Jessica Simpson

Katie

Luke Wilson

Ben

Rachael Leigh Cook

Haley

Penelope Ann Miller

Debra

Andy Dick

Freddy

Larry Miller

Richard Connelly

Willie Nelson

Pap Paw

Penny Marshall

Bolo Executive

Drew Fuller

Billy

Piper Mackenzie Harris

Amber Perry

Ritchie Montgomery

Mr. Carruthers

Niki Spiridakos

Nikolina

Karen Y. McClain

Betty

Bill Jenkins

Mr. Perry

Paul Vogt

Floyd

Matthew Cardarople

Mailroom Worker

Justin Berfield

Producer

Matthew Flanagan

Screenplay

Scott Marshall Smith

Director

David McHugh

Screenplay

Amy Ann Singh

Stunt Double

Jeff Galpin

Stunt Double

Tina Mckissick

Stunt Double

John Schuman

Stunt Coordinator

Dina L. Margolin

Stunt Double

Johnny Martin

Stunt Coordinator

Danny Dimbort

Executive Producer

Jason Felts

Producer

David Pomier

Line Producer

Mercy Santos

Co-Producer

John Cohen

Story

Joe Simpson

Producer

Brinkley A. Maginnis

Casting

Bob Ziembicki

Production Design

Matthew Flanagan

Story

David E. Ornston

Producer

David McHugh

Story

Vic David

Line Producer

Avi Lerner

Executive Producer

Sara Markowitz

Costume Design

Boaz Davidson

Executive Producer

Jeff Rice

Co-Producer

Richard Fojo

Art Direction

Michael P. Flannigan

Executive Producer

Yuko T. Koach

Hair Department Head

Trevor Short

Executive Producer

Crystal Woodford

Key Hair Stylist

Tara Timpone

Editor

Krystal Kershaw

Makeup Artist

Richard Salvatore

Producer

Bradford Johnson

Set Decoration

Richard Wetzel

Key Makeup Artist

Lati Grobman

Producer

Myke Michaels

Makeup Department Head

Margot Boccia

Makeup Artist

Freddy Braidy

Producer

Mark Irwin

Director of Photography

Jessie Holiday

Hairstylist

David Kitay

Original Music Composer