Country singer Kenny Chesney combines an old-fashioned cowboy persona with a few modern flourishes -- and that's an irresistible mix. When Chesney's "Greatest Hits" album was released in September 2000, it immediately took the No. 1 position on the charts. This video captures the country star in fine form in his music videos ("Me and You," "Don't Happen Twice" and "All I Need to Know").

Country music singer Kenny Chesney performs live in Pittsburgh, Philadelphia, Seattle, Indianapolis and Foxboro, Massachusetts.

Road Case, "The Movie" is an inside look at what would prove to be one of the hottest tours of 2003. Film crews lived alongside Kenny, his band, and tour support while on the road with "Margaritas & Senoritas." The result is a compelling story of life on the road with an artist, his friends, and the dreams that would come true.

Videos: Young Big Star The Good Stuff [ There Goes My Life No Shoes, No Shirt, No Problems Live Those Songs

Documentary chronicling the making of Kenny Chesney's "Welcome To The Fishbowl" album, released June 19th, 2012.