Kenny Chesney won the first-ever fan voted Entertainer of the Year Award back in 2005, and he won subsequent awards in 2006, 2007 and 2008. This year, Chesney was presented with an ACM Milestone Award at the 50th annual ACM Awards.

Read More: Kenny Chesney Receives ACM Milestone Award at 2015 ACMs | http://tasteofcountry.com/kenny-chesney-milestone-award-2015-acm-awards/?trackback=tsmclip