Guest Stars Seth Gabel as Guy Brubaker Jessica Barden as Bestie Jeff Hiller as Elijah Nevins Amrou Al-Kadhi as Anna Rexhia Allius Barnes as River Wallace Emma Halleen as Shelby Brubaker Co Starring Mary Kathleen Gordon as Counselor Woodlene Alexis as Substitute Gavin Conner as Noah Rhinehart Grace Aiello Antczak as Chazlyn Hellkamp Lainey Helmers as Leandra Kelner Hagan Oliveras as Dean Ritter Mukta Phatak as Pakistani Woman