HN doesn't like Taleb because he dunks on a demographic particularly prevalent on here: well-educated laymen, or the less charitable 'intellectuals yet idiots'. I'd be lying if I didn't also feel targeted by him but I think it is also a core hacker value to grow thick skin and learn instead of getting offended and whining.

That, and of course he also wrote a take-down of IQ (and psychology in general) that pissed off a lot of IQ-fetishists on here.

He also made a bunch of money, knows a lot of advanced and ultrarigorous (read: French-educated) math and reads in a bunch of languages so even though he's a colossal asshole no one can exactly dismiss him as a hack, so he just kind of sticks there like an annoying wart in the face of "the discourse" that just won't go away. Personally, and in case it wasn't obvious, I sort of like him.

Edit: I forgot to mention he sometimes blocks people who give the wrong answer to the integral solving problems he posts on Twitter. I don't expect you to understand but I really respect that.