We examine the ex-ante optimality of repricing and rescission of executive stock options while considering dilution effects and the tax effects of new accounting rules associated with repricing and rescission. Repricing lowers the exercise price of outstanding options to match the declined market value of the stock and rescission allows employees to cancel already-exercised options when share prices fall. Although there has been a body of literature on repricing by using pre-1998 data, the possible optimality of traditional repricing after considering the economic impact of changing accounting rules has not been addressed in an ex-ante contracting setting. Our paper serves that purpose. Meanwhile, we note that there has been little empirical or analytical research conducted on rescission, which was not an issue until 2000 when the stock market plummeted. The theoretical predictions of our paper shed some light on these controversial practices. We show that repricing loses its ex-ante dominance over the do-nothing strategy, as claimed by Acharya, John, and Sundaram (2000), after we incorporate dilution effects and the tax effects of new accounting rules associated with repricing. Taking effect in July 2000 and retroactive to December 15, 1998, those accounting rules forced companies to take a variable charge to earnings for repriced options. The variable charges, as opposed to one-time fixed costs, require companies to mark-to-market all repriced options in each quarterly earnings report. As a result, repricing is about equal to do-nothing in terms of the principal's (or shareholders') expected initial payoffs. On the other hand, the principal will be almost always better off in terms of expected initial payoffs under rescission than under the do-nothing policy if he/she takes the tax benefit and cash flows resulting from the option exercises into account and designs the initial option contract accordingly. Hence, given the new accounting rulings, rescission can still be an important and value-enhancing strategy from an ex-ante standpoint in our two-period model. Overall, the combined impact of dilution effects and tax effects on ex-ante contracting decision is economically significant.