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He started singing as the voice of the hobos and was influenced greatly by the likes of Woody Guthrie.
His voice is better than a lot of people think, and you have to hear a lot of his music to be able to truly appreciate.
It's horses for courses. I can't see Pavarotti singing "Only A Hobo" and doing it justice. His time as a protest singer taught him to sing the song, if you know what I mean.
Later on he sang differenly according to the material. When you hear him singing technically badly it is usually for effect.