Guest Stars T.J. Linnard as Evan Speck Beau Mirchoff as Jamie Hunter Dhruv Uday Singh as Raj Patil River Butcher as L.B. Brady Dustin Ingram as Alex Wood Max Cutler as Sam Higgins Daisy Eagan as Joey Riverton Chloe Wepper as Casey Pierce Heather Mazur as Angela Miller Juan Antonio as Marcus Lisandra Tena as Teresa Charlie Bodin as Josh Mandela Amin El Gamal as Cary Plack Nicole Lynn Evans as Gwen Tuckerman Denim Richards as Elijah Adrieux Caitlin Kimball as Sydney Jojo T. Gibbs as Fundraiser Guest Larry Sullivan as Garrett Ginifer King as Cynthia Co Starring Seri DeYoung as Claire Badgley Maisie Klompus as Rachel Boyle Rachel Rosenbloom as Gina Spero Charlene Amoia as Heather Lee Doud as Naveen Bryan Chesters as Male Lawyer #2 Jim Kane as Male Lawyer #1 Maya Sayre as Lauren