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Cal Weaver (Steve Carell) is a middle-aged man who, after being dumped by his wife Emily (Julianne Moore), finds himself in a world he doesn't understand - the dating scene. With the help of smooth-talking bachelor Jacob Palmer (Ryan Gosling), Cal learns how to navigate this new world. Along the way, Jacob falls for a quirky young woman named Hannah (Emma Stone). Will Cal find love again, or will he remain crazy stupid in love?