Guest Stars Jay R. Ferguson as Stan Rizzo Christopher Stanley as Henry Francis Ben Feldman as Michael Ginsberg Kevin Rahm as Ted Chaough Teyonah Parris as Dawn Chambers Harry Hamlin as Jim Cutler Mason Vale Cotton as Bobby Draper Trevor Einhorn as John Mathis Linda Cardellini as Sylvia Rosen Christine Garver as Moira Kit Williamson as Ed Brynn Horrocks as Abigail Whitman Brandon Killham as Dick Morgan Rusler as Mack Johnson Megan Ferguson as Ms. Swenson Matthew Kimbrough as Mikey O'Brien Alexa Nikolas as Wendy Rick Zieff as Dr. Shelly Hecht Davenia McFadden as Ida Mickey Maxwell as Officer Buckley Co Starring William Martin Brennan as Exec #2 Josh Clark as Exec #1 Jeremy Overstreet as Exec #3