The Black Swan - A Review of Nassim Taleb's Book
    By Steve Gillman 
    The Black Swan - The Impact of the Highly Improbable,
    by Nassim Nicholas Taleb - Random House 2007 
    This is really more of a book about philosophy and sociology
    than about investing or money, but because Taleb made his millions
    as a trader using his radical theories, the markets provide the
    setting. 
    A black swan was thought not to exist for centuries, because
    all that Europeans saw was white ones. We can't always know what
    we don't know, so finding the first black swans was quite a surprise
    to many. Life is full of such surprises according to Taleb. 
    
    In his theorizing, a black swan is a highly improbable event
    with three important aspects: 
    1. It is unpredictable. 
    2. It has massive implications or impact. 
    3. After the fact it seems more predictable and and less random
    than it was. After a random earth-shattering event that no one
    predicted, we easily see the necessity of it having happened
    and easily explain why it did. 
    
    This is a fascinating book with great stories, but for the
    purpose of this website I will point out a few of the money-related
    aspects. Taleb shows how we underestimate the occurrence of black
    swans. Things that--according to the odds--are supposed to happen
    only every thousand years, like huge market crashes, are happening
    much more often than that. Although profiting from that fact
    is not the primary point of the book, Taleb did make his first
    large fortune betting on the market crash of 1987. 
    Actually, let me restate that: He made his money from the
    crash, but he did not predict it. He doesn't believe in prediction,
    and in fact devotes many pages to dispelling the idea that anyone
    can predict the markets effectively. His strategy then, and with
    the funds he ran later, was not to predict big moves, but to
    bet on them because those taking the other side of the bet consistently
    underestimate their occurrence. For example, they sell put options
    (bets on a stock going down) too cheaply, because stocks nose-dive
    in price more often than they think. Taleb's funds buy those
    options, losing money daily until the big move brings it all
    back and then some. 
    I am at a loss as to how to do justice to his ideas in one
    page, but I should mention that there is a way to use them. We
    cannot predict, but we can know that unpredictable things happen
    often for both good and bad, and there are ways to bet on that.
    For example, I have noted that the success of our websites (we
    have 40 or more) is random to a larger degree than I would like.
    I pour time and energy into one I am passionate about, and it
    does nothing. I build one about how to remove carpet stains,
    and with little additional work it grows to produce an income
    that pays all the bills. So I cannot predict, but I can create
    a higher probability of such "positive black swans"
    by building more websites. 
    After reading Taleb's book, I even hatched a plan to write
    a book each year, with the idea that most would make almost nothing,
    but by the time enough were out there (ten years, I hoped), one
    would catch the attention of a traditional publisher and do very
    well. I was working on the third book when I was approached by
    one of the largest publishers in the country to write a book
    for them. 
    In The Black Swan, Taleb makes it clear that we continually
    deceive ourselves about how much we know and can predict. The
    large events that have the most impact on our personal lives
    and the world are mostly unforeseen. But that doesn't mean we
    can't arrange our lives in ways that takes our ignorance into
    account, and ways that help us benefit from those big black swans. 
    Great book--one of the best I have read in years. 
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