Josie Geller, a bright 25-year-old copy editor at Chicago’s revered newspaper, The Chicago Sun-Times, wants more out of life and yearns to be a reporter. Josie is skilled at her profession, but completely clueless in her personal life. She was a brainy nerd in high school, a geek to the core and she has never had a serious relationship with a man, not even a proper kiss, much to her chagrin. But things are about to change for Josie when her dream to become a reporter becomes a reality. Josie’s first assignment couldn’t be more nightmarish: she must go undercover at a local high school to report on today’s teenagers. Now, eight years senior to the oldest pupil in the class, Josie must figure out her story and a potential new love, teacher Sam Coulson, while reliving her horrific adolescence.