Rebecca Hall as Beth Raymer

Bruce Willis as Dink Heimowitz

Catherine Zeta-Jones as Tulip Heimowitz

Joshua Jackson as Jeremy

Laura Prepon as Holly

Frank Grillo as Frankie

Wayne Pére as Scott

John Carroll Lynch as Dave Greenberg

Vince Vaughn as Rosie

Corbin Bernsen as Jerry

Wendell Pierce as Dave the Rave

Joel Murray as Darren

Hugo Armstrong as Customer

Earl Maddox as Manager

Rio Hackford as Magic

Jo Newman as Darcy

Adam Kozlowski as Rio Gambler 1

Al Brown as Old Gambler

Thom Sesma as Young Guy

Rusty Meyers as Rio Gambler 2

John J. Mourain as Herbie Plane Crash

Ritchie Montgomery as Jackie

René J.F. Piazza as Fat Guy

Adruitha Lee as Cashier

Tracy Miller as Guy

Matthew Pebler as Angelo

Jerome Katz as Some Guy

Ambyr Childers as Receptionist

Rob Steinberg as Doctor

Lara Grice as Waitress

William Sabourin as ASAP Crew

Alexey Marti as ASAP Crew

Lázaro R. Gutiérrez as ASAP Crew

Dominique DuVernay as Curacao Hooker

Darcel White Moreno as Curacao Hooker

Deven May as Bah Bah

John Salvatore as Gids

Andrea Frankle as Marcia Greenberg

Yolanda Windsay as Singer

Robert Hoerner as Back Up Singer