The Hard Times of RJ Berger (2010)
IMDB link: IMDB
Synopsis: The Hard Times of RJ Berger: The show's central character is RJ Berger (Paul Iacono), an unpopular sophomore at the fictional Pinkerton High School in Ohio. Berger's two best friends are Miles Jenner (Jareb Dauplaise), whose ambitions for popularity cause him to clash with Berger, and Lily Miran (Kara Taitz), who has been lusting after Berger for several years. Berger's love interest is Jenny Swanson (Amber Lancaster), a "girl next door" who is involved with Max Owens (Jayson Blair), a popular jock and bully.