When: 2000, Super Bowl XXXIV, St. Louis Rams (W) vs. Tennessee Titans (L)
Who: Phil Collins, Christina Aguilera, Enrique Iglesias, Toni Braxton, narrator Edward James Olmos
Boom: A commercially inadvisable amount of orchestral instrumentals thanks to show producer Disney, who clearly felt it was appropriate to cram every free second they could with theme music. The advantage, of course, being that this minimized the melisma from the pop singers.
Bust: John Lithgow would've been better in the role opposite Dexter (McCleon, of the Rams).