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It's a generational clash when 40-something ad exec Thom Payne gets a new wunderkind boss, who is in his mid-20s. When his boss starts using words like digital, social and viral, Thom realizes he may need to rebrand himself to compete in a technology-driven world. His pursuit of happiness is going well to this point -- he has a beautiful house in the woods, a loving family, a roster of big-name clients and a trophy shelf filled with awards for his work -- but being slow to adapt compromises his quest. His immediate supervisor, 50-something Jonathan, has begun to embrace the changing environment and encourages Thom to do the same. Otherwise, Thom may be stuck being just "happyish" for the rest of his life.