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The Best Things to Buy Every Month of the Year. Megan Willett and Mike Nudelman | Slate.com, post originally appeared in Business Insider "Sometimes, knowing when a particular item will go on sale is just common sense: Chances are you would spend a lot more on a winter jacket in November than you would in April." But it's more difficult to know when to shop for other products, like wedding dresses, champagne, and used cars.