Guest Stars Jack Cutmore-Scott as Tripp Collier Danny Johnson as Father Toby Briggs Jayne Atkinson as Katherine Collier Karoline Xu as Eleanor Chun Jere Burns as Llewellyn Mathers Lisa Lu as Celia Chun David Marshall Grant as Lawrence Collier Sincere Wilbert as That Derrick Tamberla Perry as Alexandra Hochenberg Michael Gladis as Keith Trubitsky Sophia Reid-Gantzert as Young Imogene Co Starring James Pizzinato as Brad Nathan Parrott as Young Tripp Adrianna Olson as Young Anna Ana de Lara as Nanny Shaun Omaid as Edgar Sabrina Prada as Tina Dolores Drake as Nora Scott Ryan Williams as Ryan the Waiter