Guest Stars Reed Birney as Sylvester "Pop Pop" Lisko Mila Morgan as Ginny Lisko Alexa Mansour as Emma Scott Lawrence as Junior Johnson Damon Runyan as Paul Rutherford David Cubitt as Grant Williams Derek Richardson as Adult Richie Co Starring Sarah Giles as Beta Jessica Mark Gibbon as The Fixer / Karl Kurz Kyra Zagorsky as Gina DeLuca William Belleau as Hank Gillis Jason Cermak as Arthur Conway Shaughnessy Redden as Lawyer #1 Brady Droulis as Tommy Fife Stephen Tibbetts as Teacher Janelle Beadall as Lilly Elizabeth Etmanski as Kathryn Briggs Yoshié Bancroft as Lawyer #2 Tom Tasse as Air Force Officer Duane Keogh as Border Agent Manraj Sidhu as Man Patrice Jefferson as History Teacher Andrew Alvarez as Classmate