But of course, the trick is to hold onto these sorts of winners. Who is the type of people that can do that? Studborn optimists, when I realized that its when I truly got convexity.According to the WSJ, AMZN IPO has been a 500 bagger so far to investors. That's the kind of margin of error skeptics have in convexity plays, none. They got to be right almost every single time and longs can be wrong almost all the time!
Taleb understands all the math behind it but he is the last man who earth that would hold onto plays like that, he is too pessimistic, he is too focused on whats wrong with things, he is the type that will sell after the first 50%, he might not make even to the first double. The type of people that holds these are San Franciscans/Sillicon Valleys types that have grandiose visions and stick with them, the type of people that will 'rationalize' a vision, that will have a reality distortion field like Jobs, that will ignore bad news, that will ignore discounted cash flow analysis, short sellers, etc etc.
That kind of mindset is A LOT more useful for wealth creation than the short seller mindset of trying to find fraud every waking hour of their lifes. That short mentality is actually extremely harmful because it becomes a habit, their ability to hold onto winners will be decreased, their ability to 'rationalize' a grand vision becomes compromised, they will find flaws in every big business plan, they will derive a sense of superiority from criticising CEOs, companies and big ideas. As a result, they will get very little sucess from becoming good longs, the easy way to get rich, but they will spend an enormeous amount of time in trying to become rich short selling, which is possible but its a LOT more difficult and a lot more vulnerable to black swans.
A good optimist just needs ONE Amazon his whole life to build a lot of wealth, retire and go into philatrophy, a good pessimist needs a Valeant EVERY YEAR