How Taylor Swift Beat Sinatra

Taylor Swift launched the Midnights era at an awards show, announcing her tenth album during the 2022 VMAs. Maybe it was fate that she ended it at another, the Grammys, where she won her fourth Album of the Year trophy and kicked off her next release, The Tortured Poets Department. With her win for Midnights, Swift broke a four-way tie with Frank Sinatra, Stevie Wonder, and Paul Simon to become the artist with the most AOTY wins. This means 40 percent of her albums have been recognized by her peers as the year’s best: Fearless at the 2010 Grammys, 1989 in 2016, folklore in 2021, and now Midnights.