From the beginning of the 1990s until the start of the twenty-first century, managers employed a variety of notorious practices, which were gradually exposed and denounced. Option-dating games, manipulation of financial disclosures, option repricing, IPO spinning, and huge portions of concealed pay are some of the prominent examples. This paper argues that these practices, albeit deplorable, had an important beneficial aspect to them. In fact, they served to counteract the culture of option-based compensation and other risk-inducing pay schemes that was on the rise at the same time. These practices enabled executives to enrich themselves without the need for raising corporate risk-taking to extreme levels. While corporations were mounting options and short-term bonuses, the adaptive responses dulled the edge of their risk- inducing potential. That is to say, one, unnoticed effect of these troubling practices was to repress the risk-taking that incentive compensation would have otherwise produced. However, at the beginning of the twenty-first century, a combination of new regulation, stock-exchange listing requirements and intensified market attention inhibited most of the risk-mitigating practices. An amendment to the federal securities regulation made option backdating almost impossible ; the accounting profession underwent a major overhaul, leaving less leeway for management to manipulate favorable disclosures; and stock exchanges’ listing requirements made option repricing unfeasible. This was also the fate of many other practices that enabled managers to conceal substantial portions of non-incentive based benefits, such as stealth compensation and IPO spinning. This new market reality set the stage for what became all but the only way for managers to make a lot of money through their compensation packages: by adding risk. The market apparently tried to adapt to the new reality by gradually reducing the use of stock options. However, certain industries, primarily the financial industry, are able to increase their risk profile rather rapidly. And with the heightened incentive to add on risk, it is small wonder that the financial industry brought the economy to a boiling point.
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