Just read Malcolm Gladwell’s article on Nasim Taleb in What the Dog Saw.

It basically talked about 2 different investing strategies & psychology behind them. Most people prefer to win a little everyday even if their investing strategy exposes them to lose everything in a day. Nasim Taleb has figured out how to make money by losing a little everyday but making a fortunate in a day. He is basically making a bet on the world being a lot more unpredictable than predictable.