Guest Stars Mark Moses as Herman "Duck" Phillips Talia Balsam as Mona Sterling Sam Page as Greg Harris Audrey Wasilewski as Anita Olson Respola Colin Hanks as Father John Gill Matt McKenzie as Crab Colson Amy Landecker as Petra Colson Christopher Murray as Phil Mathewson Marty Ryan as Richard Hanson Co Starring Kiernan Shipka as Sally Draper Deborah Lacey as Carla Aaron Hart as Robert Draper Cathrine Grace as Tootsie Yates Chet Grissom as Wally Kostis Jonathan Runyon as Dan Lindstrom John Douglas Williams as Warren McKenna Caleb Moody as Jim Pastern Carolyn McDermott as Kelly Washburn