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