Since she began her career at just 16 years old, Taylor Swift has gone from an up-and-coming country singer to one of the biggest pop stars of our time, with one record-breaking milestone after another, from her sold-out stadium tours to her hit songs and albums. She's known for her autobiographical lyrics and songs, and her 12th album, The Life of a Showgirl, is due out in October. Her catalog has earned her 14 Grammy Awards and counting, and she also recently made headlines for successfully buying back her master recordings after a long fight.