Topping the charts does not make one talented. I think that's an important point to remember. Would Dylan be as successful today as he was in the 1960s? Probably not but it's a hard topic to get into especially considering how much the industry has changed since the 60s.
Dylan was not a pop artist in the same sense that the Beatles were. He's not nearly as accessible, but he never sought out to be either. He relied on his lyrics and his delivery of those lyrics, not so much melody and arrangement. That's something you have to accept about listening to his music going into it, and you're either into it or you're not.
I think another thing that should be understood was when Dylan first came up Rock music was just feel good dance music and was not the "thinking man's music." If you wanted depth, you would listen to Folk. This is why Dylan fan's got so angry when he decided to plug in for the first time. They thought he was selling out. It was the Beatles who joined the two worlds, but it was Dylan's influence on them that inspired them to do that to begin with.
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