Guest Stars Chris Chalk as Gary Cooper Marcia Gay Harden as Rebecca Halliday Grace Gummer as Hallie Shea Hamish Linklater as Jerry Dantana Hope Davis as Nina Howard Constance Zimmer as Taylor Warren Patrick Fabian as Tony Hart Merle Dandridge as Maria Guerrero Stephen Root as General Stomtonovich Melanie Papalia as Aubrey Lyons Co Starring Margaret Judson as Tess Westin John F. Carpenter as Herb Wilson Trieu Tran as Joey Phan Charlie Weirauch as Jake Watson Nick Gehlfuss as Ross Kessler Andy Wagner as Ken Weinraub Marque Richardson II as Mark Gage Cherie Daly as Chelsea Daniel Brunnemer Hall as Man in Bar Walter Gray IV as Devon Francisco Rodriguez as Crew Member Carrie Malabre as Waitress Drew Wicks as Randall Dell