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"Why would a "singer" who is trying to prove he can sing, pick a Bob Dylan song? Bob was a great songwriter, but as a vocalist, the guy was terrible: not someone you would try to emulate as a vocalist."
I'm with you .. I don't enjoy listening to Bob Dylan sing; however, he is a wonderful writer. NO ONE should try to emualate BD singing. But by all means, sing his wonderful songs and make them your own! For one .. listen to Shawn Colvin sing, Your Gonna Make Me Lonesome When You Go.