Guest Stars Sanjay Gupta as Himself (Dr. Sanjay Gupta) Dr. Jonathan Reiner as Himself Kaitlan Collins as Herself Erica Hill as Herself Evan Perez as Himself David Chalian as Himself Arlette Saenz as Herself Bakari Sellers as Himself Karen Finney as Herself Jeffrey Toobin as Himself James Clyburn as Himself (Rep. Jim Clyburn) Terry McAuliffe as Himself Kate Bedingfield as Herself