It is when Shelly (Alec Baldwin), the casino manager and boss to both Bernie and Natalie imposes his will on the situation that Bernie's newfound luck and love are tested. As the unlikely couple begin to form a strong bond, Bernie's luck begins to change. It is in this capacity that he meets a cocktail waitress named Natalie (Maria Bello) who begins a relationship with him after he cools the luck of a customer who gets fresh with her. By merely touching the table where a winner is betting he can change their luck to bad, thereby cooling off their winning streak. He is a man whose luck is so bad that it not only infects his own life, but can be rubbed off on unsuspecting gamblers at the Golden Shangri-La casino where he works. Macy plays Bernie, the Cooler of the title. The Cooler is an odd but ultimately satisfying mixture of real feelings, unexpected violence and improbable situations set against of the backdrop of a Las Vegas nearly gone from this world.
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