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 Kevin Stidham as Hearst Executive Rayne Bidder as Meredith Secretary Eric Satterberg as Mikey Two-Fingers Daniel Gallai as Reporter Stewart Skelton as Condé Nast Boss Chris Agos as Meredith Executive Chairman Barnes as Wayne Kate Morgan Chadwick as Condé Nast Secretary Julianna Barninger as Hearst Secretary Diego Escobar as Esteban David Jahn as Meredith Boss Mark Sande as Hearst Boss Kylar Miranda as Arturo Chelsea Brea as Mitzi
