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 3 of 24 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 3 Madonna, 1986 The late Robert Palmer presented Madonna with her Vanguard Award in 1986 — can you believe how far she's come since then? Previous Next Start Slideshow NostalgiaMTV VMAsMusicAward SeasonMusic Videos