Selma Blair

Character: Vi

Leo Fitzpatrick

Character: Marcus

Robert Wisdom

Character: Mr. Scott

Aleksa Palladino

Character: Catherine

Mark Webber

Character: Scooby Livingston

Paul Giamatti

Character: Toby Oxman

John Goodman

Character: Marty Livingston

Jonathan Osser

Character: Mikey Livingston

Lupe Ontiveros

Character: Consuelo

Julie Hagerty

Character: Fern Livingston

Noah Fleiss

Character: Brady Livingston

Maria Thayer

Character: Ami

Angela Goethals

Character: Elli

Xander Berkeley

Character: Mr. DeMarco

Devorah Rose

Character: Lucy

Nancy Anne Ridder

Character: Joyce

Steve Rosen

Character: Ethan

Mary Lynn Rajskub

Character: Melinda

Tina Holmes

Character: Sue

Mike Schank

Character: Mike the Cameraman

Jessica Dunphy

Character: Cheryl

Nick Maltes

Character: Esposito

Steve Railsback

Character: Mr. Kirk

Crista Moore

Character: Elizabeth St. Clair

Franka Potente

Character: Toby's Editor

Andrew Marantz

Character: Stanley

Conan O'Brien

Character: Himself

Frederick B. Owens

Character: Football Coach

Barry Jordan

Character: Dr. Barry Jordan

Robin Goodman

Character: Dr. Robin Goodman

Eric Nieves

Character: Dave

Marisa Redanty

Character: Onlooker #1

Ilana Levine

Character: Onlooker #2

Jennifer Elise Cox

Character: Musical Theatre Actress (uncredited)

Pat Kiernan

Character: TV News Announcer (voice) (uncredited)

Gina Priano

Character: Student (uncredited)

Tom Schimmels

Character: Man in Toby's Apartment (uncredited)

Jim Titus

Character: Football Player (uncredited)