Guest Stars Kris Van Cleave as Himself (Correspondent) Ed O'Keefe as Himself (Correspondent) Kelly O'Grady as Herself (MoneyWatch Correspondent) Caitlin Huey-Burns as Herself (Correspondent) Jessica Burch as Herself (Meteorologist) Ian Lee as Himself (Correspondent) Sean Penn as Himself Samantha Bee as Herself Geena Davis as Herself (Director) Kristi Noem as Herself (United States Secretary of Homeland Security)
