Special Guest Stars Eion Bailey as Ray Guest Stars Erik Stocklin as Perry Whitley Andrew Walker as Coach Baker Sofia Vassilieva as Dierdre Buckley Sampson as Ian's Mom Lauren Bowles as Monica Grant Caitlin Carver as Alexis Chloe Lanier as Sage Cole Bernstein as Jenny Kline Peter Coventry Smith as Emmet Beaudry Sterling Beaumon as Ian Hemingway Austin Lyon as Tripp