Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Al Sharpton as Himself Katty Kay as Herself John Heilemann as Himself Chris Matthews as Himself Eddie Glaude as Himself Dominic Chu as Himself Alexi McCammond as Herself Lauren Leader as Herself Matt K. Lewis as Himself Hakeem Jeffries as Himself Akayla Gardner as Herself Richard Blumenthal as Himself Karim Sadjadpour as Himself Kwame Alexander as Himself Daniel Goldman as Himself Kristin Bride as Herself