Guest Stars Josh Stamberg as Sam Rothberg Joy Suprano as Cyndi Leffer Ava Yaghmaie as Joanie Heydari Jenny Powers as Miriam Rothberg Ralph Adriel Johnson as Phillip Josh Radnor as Adam Epstein Brian Miskell as Clay Clifton Mozhan Navabi as Nahid Frances Li as Vanessa Lipschitz-Finkelstein Eric William Morris as Todd Leffer John Patrick Hayden as David Cooper Pearl Sun as Dr. Janice Wong J. Smith-Cameron as Barbara Cynthia Sosa as TBD Co Starring Julie Tolivar as Karen Cooper Lucinda Lee Dawson Gray as Sasha Epstein Oscar Bennett as Miles Epstein Tara Westwood as Amy Charles Everett as Golden Doorman Sarah Bisman Storm as Toby's Sister Anne L. Nathan as Sharon Fleishman Nina Kassa as Annie Erin Breen as Allison Julianna Zinkel as Suburban Mom Matt Hopkins as Man in Park Azia Celestino as Newscaster Kwabena Ampofo as Marco Lintz Katy Copeland as Woman Who Recognizes Toby Adam Dias Berman as Cooper Twin #1 David Dias Berman as Cooper Twin #2