Guest Stars Delaney Williams as Counselor John Buchanan Jenna Wolfe as Herself Kathleen Chalfant as Hudson President Rogers Rob Morrow as Skip Peterson Laura Fraser as Jessica Dillon Ally Ioannides as Heather Manning Derek Klena as Connor Derek Goh as Brian Mackey Josh Caras as Lance Muscony Co Starring Dawn Yanek as Reporter Sonia Manzano as Judge Gloria Pepitone Mark D. Friedman as Counselor Roger Parnes Meghan Leathers as Jane David Rossmer as Counselor Ross Wolf Tessa Hope Slovis as Goth Girl Phil E. Eichinger as Paparazzo Marley Ficarola as Zach Franklin Ruari Fay as Bill Uncredited Steve Zirnkilton voices Opening Narration