Popsugar Entertainment Award Season How Many American Music Awards Does Taylor Swift Have? Taylor Swift Makes History as Most Awarded Artist of All Time at the American Music Awards 25 November 2019 by Kelsie Gibson View On One Page Photo 28 of 30 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 28 Taylor Swift at the 2019 American Music Awards Previous Next Start Slideshow Award SeasonAmerican Music AwardsTaylor SwiftTV