Guest Stars Alana Cavanaugh as Saffron Paynter Co Starring Dustin Lewis as Paul Revere Elyse DuFour as Babysitter / Lisa Brittany Wilkerson as Gregory's Mom Cynthia Evans as Max's Wife Makabe Ganey as Betsy's Nephew Julia Armitage as Alice Katie Cofield as Teacher Lawton Denis as Gregory Gonda Brooklyn Garmon as Tessa Paynter Joe Hardy Jr. as Max Paynter Samantha Ann as Abyzou Myles Lawsin as Child Sara Rudeseal as Betsy's Nurse Marco Schittone as David