Guest Stars Jonathan Lemire as Himself Al Sharpton as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Donny Deutsch as Himself David Ignatius as Himself Richard Engel as Himself Danny Cevallos as Himself Jon Meacham as Himself Peter Baker as Himself Andrew Weissmann as Himself Edward Luce as Himself Anne Applebaum as Herself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Roger Bennett as Himself Antonia Hylton as Herself Jeh Johnson as Himself Hannah Marks as Herself Matt R. Salmon as Himself Luis A. Miranda, Jr. as Himself John Green as Himself