Guest Stars David Jolly as Himself Claire McCaskill as Herself Basil Smikle as Himself Tim Miller as Himself John Heilemann as Himself Ali Vitali as Herself Kimberly Atkins Stohr as Herself Luke Broadwater as Himself Steve Kornacki as Himself Timothy Snyder as Himself Shaq Brewster as Himself Michael Tyler as Himself Dasha Burns as Herself