Guest Stars Samuel Hunt as Craig "Mouse" Gurwitch David Eigenberg as Lieutenant Christopher Herrmann Oliver Platt as Dr. Daniel Charles Torrey DeVitto as Dr. Natalie Manning Jessica Rothe as Madison / Jaime Lynn Stevens Rae Gray as Ruby Baker Michael Torpey as Drew Stommer Co Starring Chris Agos as Assistant State's Attorney Steve Kot Matt Katzenmeier as Boyfriend Mark Spates Smith as Pedestrian Donn Carl Harper as Mailman Danielle Davis as Marcia Harris Marcos Barnes as Joaquin David Schwartzbaum as Clerk Evelyn Gaynor as Girlfriend
