When Amy Westin learns her boyfriends cheating on her, her boss is a misogynistic prig, her mother's, well, her mother and her out-of-her-league high school crush just moved into her apartment building her life needs a makeover. She has let her mother choose her career, her standing in high school choose her boyfriend and her self doubts run her life And it has to stop. The question is does high school really determine the rest of your life or can you change the course you're on? With the help of her best friend Maggie, her eccentric landlord Mrs. Schifman and Jake, her high school love Amy is determined to find out.