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From a Basement on the Hill — Elliott Smith

Almost all of Elliott Smith’s output could land him on any saddest-of list worth its salt, but this posthumous release is terribly heartbreaking, almost every song of the cut-to-your-bones variety. After all, the album was never finished because man stabbed himself in the heart while he was recording it. Maybe it’s just us, but we’ve always been able to feel that knife just a little.