Guest Stars Mike Barnicle as Himself Al Sharpton as Himself Andrew Ross Sorkin as Himself John Heilemann as Himself Donny Deutsch as Himself James Stavridis as Himself Sam Stein as Himself Steve Rattner as Himself Keir Simmons as Himself Jon Meacham as Himself Susan Glasser as Herself Anand Giridharadas as Himself Anne Applebaum as Herself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Dan Goldman as Himself Dr. Vin Gupta as Himself Yasmeen Abutaleb as Herself Peter Beinart as Himself Marc Morial as Himself Carlos Lozada as Himself