Special Guest Stars Joan Cusack as Sheila Jackson Guest Stars Emma Greenwell as Mandy Milkovich Zach McGowan as Jody Silverman Chloe Webb as Monica Gallagher Stephanie Fantauzzi as Estefania Harry Hamlin as Lloyd "Ned" Lishman J. Michael Trautmann as Iggy Milkovich Nicky Korba as Little Hank Joe Adler as Milkovich Brother Thierre Di Castro as Marco Candace Brown as Alana Murphy Micah Cohen as Jeff Murphy Kristoffer Ryan Winters as Clayton Gallagher William Stanford Davis as Conrad Co Starring Gina Gallego as Dr. Martha Nutig Claudia Choi as OB Doctor Thai Phuong as Nurse Walter Mia Park as Korean Liquor Store Wife Mary Heiss as Nurse Sheryl Michael B. Woods as Ralph
