I think the biggest problem with him is that he styles himself as exactly that, but as the article points out he's a self-mythologizer who frequently makes stuff up. He's pretentious in the literal sense of that term, he's constantly exaggerated his own life, has even said that's the case and that doesn't seem as profound or counter-cultural to me as he thinks it is, given that we're mostly surrounded by exactly these kind of types now.