Popsugar Entertainment Award Season Who Has Won the MTV Video Vanguard Award? Look Back at All the Artists Who Have Won MTV's Coveted Video Vanguard Award 9 August 2018 by Britt Stephens View On One Page Photo 11 of 21 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 Award SeasonNostalgiaMTV VMAsMusic VideosMusic