Guest Stars Jonathan Lemire as Himself Al Sharpton as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself John Heilemann as Himself Claire McCaskill as Herself Sam Stein as Himself Joyce Vance as Herself Vaughn Hillyard as Himself Adrienne Elrod as Herself Ari Melber as Himself James Clyburn as Himself Josh Gottheimer as Himself David Cameron as Himself Stephen A. Smith as Himself Suzan-Lori Parks as Herself William Smith as Himself (Dr. William Smith) David Birrell as Himself (David Burrell) Bob Bauer as Himself Kris Mayes as Herself Jack Goldsmith as Himself