Guest Stars Hero Hunter as James 'Junior' Sloane Alana Gay as Linda Sloane Marc Evan Jackson as Dr. Leland Mason Kevin Sussman as Walter Pine Paul James as Charlie Sloane Alice Halsey as Mad Zott Rainn Wilson as Phil Lebensmal Beau Bridges as Harry Wilson Adam O'Byrne as St. Luke's Priest Rosemarie DeWitt as Avery Barker Co Starring Joy Jacobson as Shari Isaac Jay as Harry the PA Elliott "Shoo Shoo" Parsells as Amanda Pine Tristen MacDonald as Mrs. Fillis Ashley Monique Clark as Martha Wakely Alyssa Preston as Wilson's Secretary Darin Toonder as Committee Chair Sam Bixby as Valet Maddie Levy as Young Avery Greg Benson as Kenneth Sandra Kate Burck as Secretary's Friend Ronin Lee as Paralegal David Bickford as Councilman Sommers Sue Zen Chew as Student #1 Belle Starr as Sixth Grade Girl Sarah Glassman as Student #2