Yes, this is one of my favourite books. I have read it several times, usually for entertainment purposes when feeling a little p*ssed of with too much cooperate bull****.
He is a great critic of management rhetoric and has proposed something called a reverse Turing test, where if a random set of phrases can appear to look like management 'wisdom' it is actually the sign of a lack of intelligence!
Nassim's theory is that many people get were they are through luck not ability and this is particularly true with business and trading, so apparent high flyers often return to the norm. His trading philosophy is that traders often underestimate the probability of large deviations from the norm (possibly down to incomplete data in my opinion) and he makes money by purchasing far out of the money options waiting for these events.
Fooled by Randomness is an excellent choice as an background introduction for the analytical trader, although it provides few details in the specifics.