Guest Stars Paola Núñez as Doctor Alessandra Ruiz Igby Rigney as Toby Annabeth Gish as Eliza Robert Longstreet as William Longfellow Co Starring Nicholas Lea as Judge John Neal Daniel Jun as Julius Jason Tremblay as Dupin's Legal Aid Aya Furukawa as Tina Mark Redfield as Preacher Paul Jarrett as Doctor Donaldson Lulu Wilson as Younger Madeline Graham Verchere as Younger Roderick Sarah Jane Redmond as Longfellow's Wife Britney Katelyn Miller as Young Woman at Leo's Kate Whiddington as Tiny Madeline Lincoln Russo as Tiny Roderick Gus Tayari as Butler