Back in 2009, I took home the CMA's Entertainer of the Year trophy, making me the youngest artist ever to win the coveted award. Who the heck is that? Ans: Taylor Swift. (Then five years later, she released her first pop album titled "1989.") Taylor Swift attends the 45th annual CMA Awards at the Bridgestone Arena on November 9, 2011 in Nashville, Tennessee. (Photo by Michael Loccisano/Getty Images)Photo: Michael Loccisano / Getty Images Entertainment / Getty Images