What is it that driving and investing have in common? Strangely enough, it is that Porsches and portfolios can both end in crashes, and it is no coincidence that we use the same word for both. Although we may be risk averse with respect to the routine annoyances on the roads or the routine price fluctuations in the markets, we have a fatal attraction to the mortally or financially terminal events to which driving and investing expose us. It is the possibility of a crash; that is, the possibility of death or ruin, that makes both driving and investing that much more exciting. Our attitudes towards risk form a peculiar duality; risk repels us AND attracts us at the same time.