Tying Garth Brooks for the most wins in the most prestigious category, Kenny Chesney took home his third straight “Entertainer of the Year” trophy at the 2008 CMA Awards.
Held at the Sommet Center in Nashville, Tennessee, the show was hosted by Carrie Underwood and Brad Paisley with a number of top-notch acts including a strong performance of “All Summer Long” by Detroit native Kid Rock.
Taking 25% of the vote, Matthew Hilliard beat out nine other fabulous contestant to become Gawker's newest