Guest Stars David Lewis as Lawrence Hartley Caroline Cave as Ann O'Malley Levi Meaden as Peter Landry Amitai Marmorstein as Paul Kirpatrick Lossen Chambers as Liz Byrne Mackenzie Cardwell as Adult Emma Landry Anna Galvin as Dr. Kim Matthews Diana Bang as Ruby Dae Kim Paloma Kwiatkowski as Darby Stephens Kimberly Sustad as Caitlyn Hartley Aadila Dosani as Marta Kirpatrick John Emmet Tracy as Sam Millhouse Haig Sutherland as Dr. Bradley Aaron Douglas as Jim Krepke Rob LaBelle as Solomon Kaufman Kevin McNulty as Arthur Gabrielle Rose as Betsy Karyn Mott as Lisa Krepke Spencer Drever as Teen Ryan Tarun Keram as Volunteer Tariq Leslie as CHS Reporter Bradley Duffy as Minister Beatty Bernard Cuffling as Priest Katelyn Peterson as Pre-Teen Jessica Hartley Randy Charach as Commons Chair