Popsugar Entertainment Nostalgia Who Has Won the MTV Video Vanguard Award? Every Artist Who's Won the VMAs Michael Jackson Video Vanguard Award August 24, 2022 by Britt Stephens First Published: August 9, 2018 View On One Page Photo 11 of 24 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 11 R.E.M., 1995 Drew Barrymore presented Michael Stipe and the guys with their Vanguard trophy. Previous Next Start Slideshow NostalgiaMTV VMAsMusicAward SeasonMusic Videos