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2026 Official Square Calendar - Taylor Swift Product Type_Money Jars We hold no responsibility forFourteen time Grammy award winning artist Taylor Swift is the first and only artist in history to win GRAMMY Album of the Year award four times, the music industry's highest honor. Taylor is a singer, songwriter, musician, producer, and director. She is the most awarded artist in American Music Awards and Billboard Awards history, and a two time BRIT recipient. She is Billboard's first ever Woman of the Decade recipient and is their youngest ever