Guest Stars Mike Barnicle as Himself Andrew Ross Sorkin as Himself Claire McCaskill as Herself Sam Stein as Himself Chris Matthews as Himself Dave Aronberg as Himself Mark Leibovich as Himself Susan Page as Herself Sahil Kapur as Himself Wes Moore as Himself Susan Del Percio as Herself Ben Smith as Himself Evelyn Farkas as Herself Annie Karni as Herself Derek Thompson as Himself Max Boot as Himself Michael Mann as Himself