Cast (35)

Jay Harrington

Dave Denali

Julie Bowen

Katherine

Brooke Langton

Lucy

Tom Parker

Robert

Michael Ian Black

Christopher

Saul Rubinek

Matthew

Corey Reynolds

William

Jay Paulson

John

Josh Cooke

Tom

Jim Rash

Katherine's Secretary

Jordana Spiro

Anne

Lee Garlington

Dave's Mom

Steve Ryan

Dave's Dad

Greg Callahan

Jameson

Reichen Lehmkuhl

Benjamin

Wendel Meldrum

Sandy

Allan Wasserman

Howard

Sean McGowan

Chad

Bru Muller

Trent

Steve Hasley

Robert's Attorney

John Antonini

Jonathan Dodson

Christine Romeo

Jonathan's Attorney

Jeanne Chinn

Sally

Kellynn Jones

Matthew's Secretary

Shana Betz

Pretty Woman

Greg Weinbrecht

Neighbor

Becky Meister

Martha

Jonathan Klein

Bob Dalton

Chandler Hayes

Singer

Walter Davis

Saxophonist

Dave Pelman

Bass Player

Adam Harrington

Richard

Gerald Downey

Man in Sauna

Chris Dollard

Confused Waiter

James Grimaldi

Michael

Crew (4)

Dave Diamond

Director

Dave Diamond

Writer

Tim Wynn

Original Music Composer

Robert Morris

Director of Photography