Taleb has a blog on Wilmott
http://www.wilmott.com/blogs/kurtosis/index.cfm
and delivers a lot of lectures through 7city/Wilmott.
To summarise, Taleb proposes that success can be attributed to luck rather than skill. In theory, given enough investors, it is possible to produce another George Soros or Warren Buffett. When people fail, they put it down to bad luck, when people do well, they put it down to skill.
Futhermore, because the human mind tends to focus on the short term, people underestimate the risk of the "fat tail" event (one of LTCM's founders used this as an excuse for why the fund had failed). Taleb has a company, Empirica LLC, that takes advantage of this by buying options - on a typical day he will lose a small amount of money, but when a big market movement occurs (people selling the options underestimate this risk), he will make more than the amount he has lost, in theory.
http://www.amazon.co.uk/gp/product/0812975219/026-8787779-9446068?v=glance&n=266239