Vince Vaughn as Ricky Slade

Jon Favreau as Bobby

Sean Combs as Ruiz

Famke Janssen as Jessica

Peter Falk as Max

Faizon Love as Horrace

David O'Hara as The Welshman

Vincent Pastore as Jimmy

Jenteal as Wendy

Makenzie Vega as Chloe

Jonathan Silverman as Bachelor

Tom Morello as Best Man

Federico Castelluccio as Doorman

Kimberley Davies as Bartender

Sam Rockwell as Hotel Clerk (uncredited)

Jennifer Esposito as Club Girl (uncredited)

Drea de Matteo as Club Girl (uncredited)

Dustin Diamond as Self (uncredited)

Grandmaster Flash as The Spa DJ (uncredited)