#25: Janet Jackson, Justin Timberlake, P. Diddy, Kid Rock, Jessica Simpson and Nell

The 2004 halftime show is unforgettable for Janet Jackson’s controversial performance, nearly destroying her illustrious career and jeopardizing Justin Timberlake’s future. It took Timberlake two years and a collaboration with Timbaland to reclaim his popularity.

Despite the superb performance, the aftermath was devastating. The Bush administration’s attack, mainly via Colin Powell’s son at the FCC, against MTV and Janet Jackson marked a pivotal moment. This incident led MTV to rethink its involvement in music, highlighting a contentious period in American entertainment.