Special Guest Stars Kyra Sedgwick as Madeline Wuntch Guest Stars Dean Winters as Keith Pembroke Ken Marino as Jason "C.J." Stentley Gabe Liedman as Dr. Oliver Cox Tim Meadows as Caleb John Gosche Phil Reeves as John Kelly Travis Coles as Brian Floomryde Co Starring Madeline Walter as GIF Woman Celeste Pechous as Monica Tim Kalpakis as Micah Simmons