Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Andrew Ross Sorkin as Himself John Heilemann as Himself Molly Jong-Fast as Herself David Ignatius as Himself James Stavridis as Himself Claire McCaskill as Herself Charlie Sykes as Himself Elise Jordan as Herself Pablo Torre as Himself Jon Meacham as Himself Matt Bradley as Himself Amanda Carpenter as Herself Tom Suozzi as Himself Larry David as Himself Jason Crow as Himself Katie Phang as Herself Richard Lewis as Himself Jared Cohen as Himself Abigail Spanberger as Herself