Guest Stars Jonathan Lemire as Himself Katty Kay as Herself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Sam Stein as Himself Jacqueline Alemany as Herself Pablo Torre as Himself Keir Simmons as Himself Jon Meacham as Himself Peter Baker as Himself Susan Glasser as Herself Eugene Daniels as Himself Mark Leibovich as Himself Stephanie Ruhle as Herself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Amanda Carpenter as Herself Neal Katyal as Himself Mike Allen as Himself Paul Finebaum as Himself Ron DeSantis as Himself Nancy Pelosi as Herself Rob Reiner as Himself Quentin Fulks as Himself Elizabeth Gore as Himself Dan Partland as Himself