I really appreciate his books, The Black Swan and Antifragile particularly, though it does seem to me he's set up something of a cottage industry churning the same general idea into a sequence of very similar books. Then again, as long as he has extra stuff to add, and a readership willing to purchase them, I suppose this is utterly acceptable. However, as a person, he seems to be an absolute rabid nutter. At one poi…
He has gone a bit off the deep end recently. I guess too much arguing with opponents radicalised him, similar to Dawkins. IMHO his best book is his first mass market one: "Fooled by Randomness". It contains all the big ideas of his subsequent books and is an easy, entertaining read.
Let me second this suggestion. "Fooled by Randomness" is great and I enjoyed it a lot. I've read it multiple times. I read the "The Black Swan" once and thought it was good. I did not finish "Antifragile".