American Music Awards 2019: Taylor Swift breaks Michael Jackson’s record with 25th win Taylor Swift won the artist of the year at the American Music Awards and surpassed Michael Jackson as the ceremony’s most-honored performer. Swift tied Jackson’s 24 awards when she won favorite pop/rock album during the broadcast and then moonwalked past him with the night’s top prize. It was the singer-songwriter’s night practically from start to finish as she performed a medley of her hits before accepting the artist of the decade award. She used her speech to thank her record label for allowing her to freely express herself as an artist. Her remarks Sunday came amid a public battle between Swift and the men who own the master recordings of much of her music. Swift won favourite pop/rock album for Lover, her first release on Universal Music Group’s Republic Records. She released her first six albums on Big Machine Label Group, founded by Scott Borchetta, who owns Swift’s master reco...