Guest Stars Helen Johns as Mrs. Eliza Barry Jonathan Holmes as Mr. William Barry Kyla Matthews as Ruby Gillis Lia Pappas-Kemps as Jane Andrews Jacob Ursomarzo as Moody Spurgeon Miranda McKeon as Josie Pye Jacob Horsley as Charlie Sloane Glenna Walters as Tillie Boulter Philip Williams as Thomas Lynde Kyle Meagher as Paul #1 Daimen Landori-Hoffman as Paul #2 Joanna Douglas as Miss Muriel Stacy Brandon Oakes as Aluk