Guest Stars Al Sharpton as Himself (Rev. Al Sharpton) Richard Haass as Himself Pablo Torre as Himself Peter Baker as Himself Symone Sanders-Townsend as Herself Chris Matthews as Himself Jon Meacham as Himself Jacqueline Alemany as Herself Charlie Sykes as Himself Steve Kornacki as Himself Andrea Mitchell as Herself Michael Beschloss as Himself Matt K. Lewis as Himself Tyler Pager as Himself Jonathan Alter as Himself Mike Memoli as Himself Jonathan Reckford as Himself Contessa Brewer as Herself