Guest Stars Rich Sommer as Lenny Elizabeth Perkins as Constance Papadopoulos Jaeden Bettencourt as Tommy Rose Bianco as Tia Sofia Erik Griffin as Chuck Co Starring David Lee Hess as Phil Liora Belle as Millie Michael Sohn as Bobby Christopher Carroll as Butler Darin Toonder as Condé Nast Executive Eric Satterberg as Mikey Two-Fingers Kevin Stidham as Hearst Executive Mark Sande as Hearst Boss David Jahn as Meredith Boss Rayne Bidder as Meredith Secretary Chris Agos as Meredith Executive Stewart Skelton as Condé Nast Boss Chairman Barnes as Wayne Kate Morgan Chadwick as Condé Nast Secretary Julianna Barninger as Hearst Secretary Diego Escobar as Esteban Kylar Miranda as Arturo Chelsea Brea as Mitzi Daniel Gallai as Reporter
