Chris Pine as Darren Barrenman

Annette Bening as Diane Espilnade

Danny DeVito as Jack Denisoff

DeWanda Wise as June Del Rey

Jennifer Jason Leigh as Susan Kerkovish

Stephen Tobolowsky as Stephen Toronkowski / Blanche

Clancy Brown as Theodore Hollandaise

John Ortiz as Wayne / Dirk Pfumpter

Ray Wise as William Van Patterson

Juliet Mills as Mrs. Patterson

Aflamu Johnson as Bailiff Reggie

Armie Hicks Jr. as Harroldston McCoy

Hollis W. Chambers as Cosmo McCoy

Christopher Chen as Councilman Jang

Laurent Schwaar as Pierre The Frenchy

Michael Dunn as Tom The Waiter

Robert Pine as The Lizard

Lakshmi Singh as Herself

Will Greenberg as Secretary

Drew Droege as Rose

Jackie Beat as Dorothy

Sam Pancake as Sophia

Amanda Walsh as Darren’s Mom

Mauricio Andara as Police Officer 1

Jesse Schelle as Police Officer 2

Robert Baker as Agent Blasco

Fred Specktor as Himself

Evan Shafran as Businessman (uncredited)