Taleb falls into the category of people I agree with a fair bit (not all), but who rubs me wrong all the time.
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He says many things that are very wise & insightful, but I get the distinct feeling the bestselling author gig went to his head.
(That, and he was always an upper class twit)
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I think I dislike it more than most because he reminds me of me at my worst (about 8 years ago), but on steroids.