Cash
One of my favorite tunes from childhood is "Ring of Fire" by the late, great Johnny Cash. When the American series albums were released in the mid-90s through 2002, consisting of mostly cover songs that you wouldn't expect to hear from an old country singer, I was the first in line. One of the best to come from those efforts was "Hurt," a song originally by Nine Inch Nails. While it obviously was not written either for or about Cash, he made it his own. Also one of the best music videos ever.