Guest Stars Josh Stamberg as Bill Shine Mackenzie Astin as John Moody Patch Darragh as Sean Hannity Guy Boyd as Chet Collier John Finn as Jack Welch Jamie Jackson as Ian Rae Co Starring Orlagh Cassidy as Stephanie Rains Matt Crabtree as Smart Liberal Hayley Griffith as Chloe Charlie Franklin as Young Producer 1 Jesse Cord Weber as Reporter 1 Meredyth Kenney as Female Anchor Stephen James Anthony as Young Producer 2 Tanya Rivero as Correspondent Twinkle Burke as Waitress Kaye Tuckerman as Australian Executive Nicholas Baroudi as Male Anchor Ben Rameaka as Late Executive