Outside of Cleveland follows Max, a nostalgic thirty-something songwriter who returns to Cleveland to help his parents move out of his childhood home, only to be transported back to his teenage years where he reconnects with a neighbor he once ignored. Now literally living in the past, Max begins to see up close that the childhood he’d been romanticizing as an adult was more of a flawed picture than the one he’d painted in his mind. With his fiancée waiting in Chicago and his youth quickly slipping away, Max must decide whether to keep hiding in the past or finally start living in the moment.