Matthew Broderick as Taylor Peters

Brittany Snow as Amanda

Maura Tierney as Lorraine Mendon

Peter Facinelli as Greg

Steve Coogan as Michael Henry

Ed Begley Jr. as Self

Bill Fagerbakke as Larry

Patrick Fischler as Kevin - TV Executive

Daniel Roebuck as Link

Lester Speight as BV

J.P. Manoux as Tony Clark

Katy Mixon as Girl #1 with Greg

Peggy J. Scott as Sharon the Maid

Jennifer Rau as Whisper

Allan Wasserman as Dr. Chase

Jenni Blong as Paula

Signe Kiesel as Dealer at Casino

Allie McCulloch as Eve

Anthony Holiday as Arco

Atticus Todd as Gene

Victoria De Mare as Hot Club Goer #1 (uncredited)

Sean T. James as Insulting John (uncredited)

Kate Micucci as Thin Girl (uncredited)

Vitta Quinn as Vegas Hooker (uncredited)

Michael Proctor as Hot Guy (uncredited)