Guest Stars Abbie Magnuson as Caitlyn Winters Jessica Sipos as Sarah Mercer Stephen Huszar as Luke Tatum Mariesa Crouse as Margaret Keller Co Starring Wesley Salter as Mandrake the Chauffeur Barclay Hope as Carter Milburn Donald Sales as Ralph Dumke Nat Skye Wilson as Sloan Daylin Willis as Lyle Keller Karen Holness as Nancy Keller Brittany Palmer as Allie Keller Chris Shields as Nick Keller Serena Crouse as Connie Keller Charles Peete Makotoko as Bruce Keller Dianne Sheree Adams as Olivia Keller Katherine Slingsby as Waiter