Below are 20 of Vince Gill’s best songs – not even enough to represent all 21 of his Grammys, but at least a place to start. Respected for his technical music bonafides and beloved by fans for his ability to wring every drop of emotion out of a ballad, Gill has spent decades refining and retooling his particular brand of neotraditional country.
When they did, however, he quickly went from your favorite artist’s favorite back-up singer and guitarist to not just country superstar, but part of the genre’s increasing pop crossover – all while garnering critical acclaim and more Grammy awards than any other country artist besides his frequent collaborator Alison Krauss. It took audiences a little longer to catch on to his weightless tenor with its almost R&B-ready elasticity. Vince Gill’s talent was immediately obvious to peers like Rodney Crowell, Guy Clark, Rosanne Cash, and Emmylou Harris – he played alongside all of them before (and after) he hit the big time in the late 80s.
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