Guest Stars Julie White as Maddie Biggs Alicia Sable as Tammy Stackhouse Brooke Bloom as Julie Carrell Kobi Libii as Aaron Stimson Ben Rameaka as James Whippy Amy Sedaris as Louise Laffer Natalie Gold as Katherine Sims Haley Joel Osment as Shelby Mellman Richard Cox as Graydon Talbot Matthew Humphreys as Colonel Leland Grimmel