Guest Stars Andrew Ross Sorkin as Himself Al Sharpton as Himself (Rev. Al Sharpton) John Heilemann as Himself Katty Kay as Herself Eugene Robinson as Himself Chris Matthews as Himself Jonathan Martin as Himself David M. Drucker as Himself Joyce Vance as Herself Danny Cevallos as Himself Doris Kearns Goodwin as Herself Julia Ainsley as Herself Dave Weigel as Himself Wes Moore as Himself (Gov. Wes Moore) Charles F. Coleman Jr. as Himself Chloe Melas as Herself Ritchie Torres as Himself (Rep. Ritchie Torres) Ali Vitali as Herself (Guest Host) Rob Reiner as Himself John Cassidy as Himself Annie Lowrey as Herself Kris Tompkins as Herself Ruth Ganesh as Herself
