Worst: Phil Collins, Christina Aguilera, Enrique Iglesias, Toni Braxton, and Tina Turner, 2000
That is a lot of performers, but even this wonderful cast of talented singers failed to give us a halftime show that will entertain us like no other. For the Win had this to say about it: “The singers performed five songs. More than a decade later, I doubt there’s a single person who could name them, Collins or Aguilera included.” It was opened by an orchestra and followed by a tame Disney-sponsored duet by Enrique Iglesias and Christina Aguilera. Sadly, the Lion King on Broadway production did not exactly go well with the viewers and the people who whip up lists about the best Super Bowl halftime shows ever.