Sinead O'Connor, "Nothing Compares 2 U" (1990)
Hot 100 Chart Position: Number One
In 1990, five years after "Nothing Compares 2 U" was released by Prince side project the Family without causing too much of a ripple, Sinead O'Connor became a star with her evocative, emotionally pummeling cover. The Irish singer shifted the lyrics from being a break-up ballad to an exploration of loss, dedicating the song to her mother who died the same year the song had been originally released. The year O'Connor's version blew up, her and the track's original songwriter appeared on Rolling Stone's cover four months apart. "I love it, it's great!" Prince said of the new star's take. "I look for cosmic meaning in everything. I think we just took that song as far as we could, then someone else was supposed to come along and pick it up."