On the smaller scale, I just heard Bobby McFerrin on the BBC (I haven't found the link). Now, I have a tremendous respect for him, but I also have a reflexive dislike of being told what to feel. It was a long siege when "Don't Worry, Be Happy" was popular, and I didn't think it was musically very interesting, either.
The interviewer asked McFerrin whether, considering that he'd done so much ambitious and experimental music, it was annoying that "Don't Worry, Be Happy" was the most popular thing he'd ever done. McFerrin said that it was annoying (this isn't an exact quote-- even if I could find the link, I couldn't play it in the US)-- it took him a long time to get used to it, but a lot of people have told him how much the song meant to them. By implication, he's reconciled to it.