Guest Stars Genevieve Kang as Josephine Romaine Waite as Winston Sams Lara Jean Chorostecki as Christina Blake Alex Paxton-Beesley as Abby Miller Kimberly J. Brown as Angela Jason Diaz as Clayton Lindsay Owen Pierre as Emory Nelson Janet Porter as Bethany Josette Jorge as Librarian Bobby Daniels as Minister Richard Ashton as Richards the Diamond Dealer Kyle Buchanan as Lyle Clark Jeffrey R. Smith as Baxter the Farmer Brenda Robins as Mildred Clark Racine Bebamikawe as Bethany's Nurse Carrie Schiffler as Clerk Will Shortz as Police Officer Kintaro Akiyama as Elliot Hannah Kanter as Student Worker Eryk Simon as Angela's Fiance / Groom