Guest Stars Josh Stamberg as Sam Rothberg Joy Suprano as Cyndi Leffer Jenny Powers as Miriam Rothberg Ashley Austin Morris as Roxanne Hertz Talia Castro-Pozo as Mona Juani Feliz as Alejandra Lopez Co Starring Charles Everett as Golden Doorman Anne L. Nathan as Sharon Fleishman Sarah Bisman Storm as Toby's Sister Seth Barrish as Toby's Father Rebecca Kling as Delivery Room Nurse #1 Daniel Hepner as Resident #1 Dipti Mehta as Delivery Room Nurse #2 Justin Ahdoot as Resident #2 Vincenzo Amato as Dr. Romalino Todd Faulkner as Doorman Albert Anaïs Blake as Pilates Instructor Eva Jette Putrello as Catherine #3 Denis Ooi as Scream Therapist Gigi Grace as Catherine #1 Angelina Melodee Boris as Catherine #5 Sophie Tananbaum as Catherine #4 Colby Kipnes as Catherine #2 Unique Jenkins as Support Group Woman #2 Nicole Orabona as Support Group Woman #1 Francine Daveta as Massage Therapist Shari Imani Pearl Williams as Sofia Alexandra Bradley as Teen Rachel Tracy Weiler as Prenatal Yoga Mom Robin S. Walker as Hallway Nurse Tracey Ilgner as Couples Therapist Maggie Horan as Simone Katie Lee Hill as Sage Maryann Towne as Rape Counselor Teresa Meza as Support Group Woman #3 Helena Betancourt as Support Group Woman #4 Raul I. Torres as Porter