THIS STUDY investigates the problem faced by the risk averse call option-holder of when to exercise the option contract. An optimal exercising strategy model is developed using the recursive maximization techniques of dynamic programming. The model involves six parameters-the length and exercise price of the option contract, the mean and standard deviation of the lognormal distribution of stock price changes, and the utility function and alternative investment opportunity rate of the investor. A simulation of the model is performed, using randomly generated stock prices, to test the effect of alternative parameter values on the return and utility of return of the optimal exercising strategy. The results indicate that the return and utility are highly sensitive to all of the above mentioned parameters except the investment opportunity rate. These results imply that, if the model is to be used in practice, then methods must be devised for accurately measuring the unknown values of some of the parameters of the model. Otherwise, heuristic option timing strategies must be devised. Using a random sample of option contract offerings, the return and utility of return of the model are compared with the return and utility of several alternative timing strategies, namely (a) exercising the option on the expiration date (buy-and-hold policy), (b) exercising the option at the most profitable price (perfect information), and (c) exercising the option whenever an exercise signal is indicated by a trading rule known as the filter technique. For the sample of options studied, the average utility of the model is not significantly different from that of the buy-and-hold rule and the filter technique. Subject to further testing of the dynamic programming model, these results suggest that the option-holder can do as well using one of the simpler timing strategies such as the buy-and-hold policy in timing the execution of option contracts. Also, given these results, the model builder may want to concentrate his efforts in the future on the development of heuristic timing rules rather than on optimization techniques. Although the result is not statistically significant, the buyand-hold rule yields a higher average return than the dynamic programming model and the filter technique. This finding is shown to be consistent with the random walk theory of price changes. Another finding is that all of the strategies tested yield returns well below the average return that could be obtained with perfect information. This suggests that there are sizeable gains to be made if improved timing strategies can be devised. Suggestions for further research include the incorporation of the returns from other assets (portfolio effects) and the wealth position of the investor in the utility function, finding techniques for accurately measuring the parameters of the model, possibly blending optimization techniques and heuristic rules in the development of timing strategies, and solving the problem of finding an optimal option selection strategy given an optimal exercising strategy.
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