Guest Stars Colin Hanks as Mike Emmick Mira Sorvino as Marcia Lewis Darren Goldstein as Jackie Bennett Dan Bakkedahl as Ken Starr George Salazar as George Conway Cobie Smulders as Ann Coulter Teddy Sears as Jim Fisher Fred Melamed as William H. Ginsberg Rob Brownstein as Dr. Bernard Lewinsky Co Starring Emma Malouff as Allison Tripp Craig Welzbacher as Agent Irons Christopher Wallinger as Richard Porter Brian Maillard as Agent Fallon James Thomas Gilbert as Jerome Marcus Brandon Bales as Wes Holmes Edith Fields as Bronia David Babich as Special Agent Dean Eliza Shin as Bernie's Secretary Mickey Maxwell as Special Agent Burke Chelsea Averill as Breastfeeding Woman Natasha Sill as Waitress Debbie Zaltman as Debra Amanda Michelle Smith as Crate & Barrel Clerk