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