Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Andrew Ross Sorkin as Himself John Heilemann as Himself David Ignatius as Himself Molly Jong-Fast as Herself Claire McCaskill as Herself James Stavridis as Himself Charlie Sykes as Himself Elise Jordan as Herself Pablo Torre as Himself Jon Meacham as Himself Amanda Carpenter as Herself Matt Bradley as Himself 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