Guest Stars David Magidoff as Teddy Reed Jamie Chung as Molly Park Katy Sullivan as Esther Gizel Jimenez as Tess Alton Fitzgerald White as Morris Cooper Co Starring Oscar Wahlberg as Zach Andrew Fama as Scott Benjamin Breault as Adam Skyler Wright as Chloe Kallie Tabor as Winnie Luke Crory as Boyfriend Devlin Carroll as Jeremy Mitch Fortier as Coach Mitch Michael Carroll as Referee Patrick Vincent Curran as Bartender