Guest Stars June Diane Raphael as Corky Harris Tuc Watkins as Congressman Roger Harris Blair Beeken as Karen Deanna Cheng as Pamela Thomas Barbusca as Werner Adrienne Wells as Nomi Maldana David Gautreaux as Whip Carleton Co Starring Sam Asghari as Giancarlo Stephanie Nash as Emma Kirk Fox as Blair's Dad Micah Giovanni as Young Blair Jim O'Brien as Bartender Josh Gilmer as Chris Michael Drake Krueger as JFK Jr.