Taylor Swift, 2007
Biggest Hit in 2007: "Our Song"
Other CMA Wins: 2009's Album of the Year for Fearless; 2009 Entertainer of the Year; 2009's Female Vocalist of the Year; 2009's Music Video of the Year for "Love Story"; 2011's Entertainer of the Year; 2013's Music Video of the Year for "Highway Don't Care" with Tim McGraw and Keith Urban; 2013's Musical Event of the Year for "Highway Don't Care"
Blessing: Everything Swift has touched since 2007 has turned to gold — or rather, platinum. At the ripe old age of 24, she's already one of the most awarded and best-selling female artists of all time.