Cast from Playing To Win

Steve Sax

Mike

Pagan Prince

Pete, The Sportwriter

Joshua Sterling

Butch Piccolo, The Baseball Player

Kyle Brandon

Regan, The Personal Secretary

Tony Piagi

Ricky

Kevin Kramer

Simon

Rob Boxxer

Carl

Hunter Scott

Manly Men Group Leader

Dave Russell

Manly Men Member

Tony Brocco

The Bartender

J.T. Sloan

Manly Men Member

Aaron Austin

Carl's New Boyfriend