Tracy Chapman (1988)
The Boston folkie hit big with "Fast Car." She was clearly destined for years of glory. Then what happened? She won Best New Artist, that's what happened. In Chapman's case, she was probably wise enough to realize her crossover success was a one-time thing, so she went her own way. Chapman jumped back in that fast car and hauled ass out of the mainstream limelight, returning only for her 1996 comeback hit, "Give Me One Reason."