Henry Beckman leaves his peaceful life in Missouri to start anew in Chicago, joining his girlfriend's family business. However, his world crumbles in a single morning as he loses his girlfriend, apartment, and job. He finds solace in Larry, a charming yet self-centered roommate, and begins working for Amanda, a stunning yet struggling woman inspired by Kelly Ripa.

Henry's world is turned upside down when his girlfriend abruptly ends their r...