Guest Stars John King as Himself Abby Phillip as Herself Harry Enten as Himself Angela Rye as Herself Gloria Borger as Herself David Axelrod as Himself Jennifer Granholm as Herself Van Jones as Himself Nia-Malika Henderson as Herself Jeff Zeleny as Himself Karen Finney as Herself Leana Wen as Herself (Dr. Leana Wen) Chris Cillizza as Himself Scott Jennings as Himself Paul Begala as Himself Andrew Yang as Himself Ron Brownstein as Himself Arlette Saenz as Herself Larry Brilliant as Himself (Dr. Larry Brilliant) Abdul El-Sayed as Himself (Dr. Abdul El-Sayed) Tracee Ellis Ross as Herself (Convention Moderator) Elizabeth Warren as Herself (Sen. Elizabeth Warren) Laura Barrón-López as Herself