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Basically, it is in the same vein as his Fooled by Randomess-- humans (including, and maybe especially, experts) are more ignorant than they know.
For problems of uncertainty and prediction in the markets, check out A random walk down Wall Street : including a life-cycle guide to personal investing by Malkiel and Fractals and Scaling in Finance by Mandelbrot. And for, respectively, an amusing and deep look at folly of the experts see Cerf and Navasky The Experts Speak and Tetlock’s Expert Political Judgment.
If you have the time, could you summarize Nassim Taleb's uniquely substantive points?
Nassim Taleb argues that such thinking will only pertain to things that follow physical limits, like height.
Again, it's been years since I've read Malkiel and I'm going to have to reread The Black Swan, as I read it right before I moved last, but I think that Nassim Taleb's central argument is that by definition, things such as distribution of height will fall under that category of known-unkowns, while the majority of our world is more easily explained by unknown-unknowns, which will, by definition, not be expectable.