 Bob is quite familiar with the art of using a go between and prefabricated breakup lines to end a relationship. Having been dumped himself by his girlfriend s drunk friend, Jill, Bob decides to make a career out of delivering breakup o grams to others. Jared, bewildered on how to breakup with his crazy girlfriend, turns to Bob for help, but this breakup has something else in store for Bob; Her name is Natalie.