Guest Stars Abby Phillip as Herself Harry Enten as Himself Angela Rye as Herself Van Jones as Himself Jennifer Granholm as Herself David Axelrod as Himself Gloria Borger as Herself Nia-Malika Henderson as Herself Kirsten Powers as Herself Ron Brownstein as Himself Joe Biden as Himself Kaitlan Collins as Herself Omar Jimenez as Himself Larry Brilliant as Himself (Dr. Larry Brilliant) Jim Acosta as Himself Alice Stewart as Herself Daniel Dale as Himself Rick Santorum as Himself Carl Bernstein as Himself Mike Shields as Himself Toluse Olorunnipa as Himself