Guest Stars Julie White as Maddie Biggs Alicia Sable as Tammy Stackhouse Brooke Bloom as Julie Carrell Ben Rameaka as James Whippy Kobi Libii as Aaron Stimson Amy Sedaris as Louise Laffer Natalie Gold as Katherine Sims Willa Fitzgerald as Lola Laffer Richard Cox as Graydon Talbot Cynthia Nixon as Senator Carly Armiston Kenneth Tigar as Senator Paul Mower Jonathan Fried as Counsel Owen Campbell as Dilly DeSantis Jonathan Alter as Himself Howard Fineman as Themselves Chris Matthews as Himself Joseph Dellger as Senator Popper Christine Lin as Reporter #3 Cadden Jones as Reporter #5 Michael Dean Morgan as Reporter #4 Eric Stafford as Reporter #1 Charles Schumer as Himself Regina Schneider as Reporter #2 Mellini Kantayya as The Nurse Andy Powers as Matthias