Guest Stars Scott Nicholson as Colin Stiles Juliana Canfield as Jess Jordan Zoe Winters as Kerry Castellabate Jeannie Berlin as Cyd Peach Hope Davis as Sandi Furness Justin Kirk as Jeryd Mencken Elliot Villar as Daniel Jimenez Cynthia Mace as Sylvia Kevin Changaris as Tellis Sydney Lemmon as Jennifer Kate Arrington as TBD Co Starring Kelly Nash as Cathleen Carmichael Katie Lee Hill as Sarah Iain Page as John Portis David Briggs as Craig Hamilton Polly Lee as Candice Sarah Lyddan as Sara Thamer Jendoubi as Sandi / Stewy Security Gianna Rapp as Karaoke Singer Jonathan Randell Silver as Producer Ian Lowe as Junior Producer Elizabeth Greer as Cindy James Michael Reilly as NATO Expert