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