Dierks Bentley

Dierks Bentley rocketed to the top of the country charts with his driving 2003 debut single "What Was I Thinkin'," opening up a career where he's remained in the Top Ten year after year while simultaneously taking musical chances. Occasionally, he dips into his roots -- his 2010 album Up on the Ridge was largely devoted to bluegrass -- but his music is distinguished by how he blurs the borders separating country, rock, and pop. Sometimes, Bentley's hits convey this sense of wanderlust -- this is especially true of 2005's "Lot a Leavin' Left to Do" and 2007's number one "Free a...