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 Anna Galvin as Dr. Kim Matthews Mackenzie Cardwell as Adult Emma Landry 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 Gabrielle Rose as Betsy Kevin McNulty as Arthur Rob LaBelle as Solomon Kaufman Karyn Mott as Lisa Krepke Spencer Drever as Teen Ryan Tarun Keram as Volunteer Bradley Duffy as Minister Beatty Tariq Leslie as CHS Reporter Bernard Cuffling as Priest Katelyn Peterson as Pre-Teen Jessica Hartley Randy Charach as Commons Chair