Guest Stars Curtiss Cook as Terry Womack Reuel Pendleton as Staffer Suzanne Savoy as Patricia Whittaker Erin Fritch as Ashley Kathleen McCafferty as Press Secretary Candy Crowley as Themselves Melissa Panos as White House Reporter Curran Connor as Media Consultant Erica Chamblee as Cassandra Dennis Miller as Himself Bill Maher as Himself Jamie Hodge as Staffer Dionne Audain as Ms. Davis Esther You as CNN Moderator Ken Peebles as Homeless Man Teresa Castracane as Janet Brian Russell as Captain Cardiff Kevin Lee Witt as Frank Security 2 Brian Distance as Frank Security 1