Why: At least three artists make a strong case for the letter 'J,' but Waylon Jennings stands alone as one who not only crafted a brilliant career full of hit singles and records, but as an artist who defined a generation of Nashville singers. How many artists today are trying to replicate the outlaw style created organically with Johnny Cash and company? Jennings' legacy is felt every time you turn on CMT. He was a true pioneer who is still popular with country fans of today and tomorrow.

Honorable Mentions: Alan Jackson, George Jones, the Judds and Jamey Johnson.

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