Guest Stars Daniel K. Isaac as Ben Kim Dan Soder as Dudley Mafee Dhruv Maheshwari as Tuk Lal Louis Cancelmi as Victor Mateo Ben Shenkman as Ira Schirmer Glenn Fleshler as Orrin Bach Will Roland as Winston Eva Victor as Rian Zachary Unger as Kevin Rhoades Alexa Jacqueline Swinton as Eva Rhoades Babak Tafti as Bradford Luke Lily Gladstone as Roxanne Clifton Davis as Judge Wailand Matthew Lawler as Lucien Porter Co Starring Lilly Moran as Peach Mark Cuban as Himself Shanna Bess as Student Protester #1 Jennifer Palmieri as White House Press Secretary Marvin Ryan as Jayson Ross Hatt as Tour Guide Max Chlumecky as Student Protester #2 Jenna Kray as Student Protester #3 Porter Pickard as Fancy Male Couple #1 Barry Anderson as T.V. Host Janet Dickinson as Fancy Female Couple #2 Courtney Gross as NY Anchor