Guest Stars Jonathan Lemire as Himself Al Sharpton as Himself Richard Haass as Himself Molly Jong-Fast as Herself Sam Stein as Himself Chris Matthews as Himself Danny Cevallos as Himself Mara Gay as Herself George Conway as Himself Mark Leibovich as Himself Susan Page as Herself Hakeem Jeffries as Himself James Clyburn as Himself Karine Jean-Pierre as Herself Kathy Hochul as Herself Jim Young as Himself