As much insight as he offers, I've always found Taleb's writing style to be vexing.

Once I realized his goal in life is to be seen as a philosopher and not an easy-to-read author, that helped me mentally adjust my filter to make him easier to understand.

His problem isn't that he's hard to understand. His problem is he loses his point halfway through a chapter while he rants against eggheads, bureaucrats, and anyone else he doesn't like.

Like, I get his point that experience beats expertise, and some experts don't really know any more than the general public. But he drives the point so hard that his later work is unreadable. He'll devote more time to bullying some breed of academic than he will to making his actual point.

Good section in that article "A BS detection Heuristic"