8. Madonna accepts a TRL Lifetime Achievement Award.
February 25, 2006.

She had already long been considered elder stateswoman of the VMAs (for which She won the Video Vanguard Award ... in 1986), but her staying power in the Totally Request Live era had been generally untested. When Hung Up was "retired" by MTV - the first and only video of Hers to reach the landmark rotation quota, and one of only two videos in history to finish in the top spot - Madonna became the oldest artist to receive the honor. So, yeah, MTV acknowledged its debt to Her for all the Christinas, Britneys, and *NSYNCers dotting the retired video list by bestowing its "biggest award" to Her.
In a pre-taped segment that was shot backstage at the Grammys weeks earlier, Madonna accepted the award and expressed thanks for MTV's devotion over the years and reminded us all that She "paved the way for other female singers to push the envelope, think outside the box."