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 6 of 21 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 6 George Michael, 1989 Madonna presented the "Faith" singer with his honour in 1989. Previous Next Start Slideshow Award SeasonNostalgiaMTV VMAsMusic VideosMusic