Best: Michael Jackson Captivated the Crowd (1988)
Michael Jackson had several iconic Grammy moments during his career, but his 1988 10-minute medley performance went down in history for being his best. The King of Pop performed “The Way You Make Me Feel” and “Man in the Mirror” while showing off his otherworldly dance skills.
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Although his album Bad lost to U2’s The Joshua Tree, Jackson won the night with his show-stopping routine. As he danced and sang, a gospel choir joined him on stage to take the show to the next level. The dynamic MJ proved that all he needs is a mic and a moonwalk to mesmerize a crowd.