Guest Stars Sarah Gilman as Penny Gill Joel Johnstone as Jack Nikolayevich Emily Althaus as Molly Tate Arye Gross as Mr. MacArthur Jud Tylor as Rose Cantwell Shelly Bhalla as Dr. Laura Qadiri Co Starring Mike Kopera as Harrison Cantwell Jason Boegh as Dad Tom Beyer as Prospector Guide Michael DeMarco as Tad Mia Grace Davila as Teen Daughter Steve Mazurek as Pop Brody Hudson Schaffer as Billy