why oh why take such a stupid pin risk ??? the market might open 20% lower on monday and what then .... if you just sold the call nothing of that kind of risk. Things can be simple unless you start making them complicated !OP is using taxes and tax rates as a rationale for asking whether there's a way to prevent long ITM options from being executed. It stands to reason that he considers it a taxable event in his trading strategy (i.e., he plans to close out the shares he receives at expiry).
