Kenny Chesney has some career -- 20 albums in 22 years, 14 of them certified gold or higher; more than 40 Billboard top-10 country singles; six ACM awards (including four straight Entertainer of the Year trophies, 2005-08); host of No Shoes Radio on Sirius XM.
Taylor Swift's self-titled first album, for which she wrote or co-wrote all 11 songs, debuted at No. 3 on the Billboard Top Country Albums chart in November of 2006. Her next, "Fearless," helped her sell over 4 million albums in 2008. "Red," which came next, was an instant hit in 2012 and debuted at number one on the Billboard Hot 200 chart. The list goes on an on for the 2018 Billboard Music Awards Top Female Artist and Top Selling Album winner.