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If the stock in question is liquid enough and if your broker allows you to do so, instead of cancelling your existing protective stop loss order and entering a new closing order, you could just modify the stop election price (and eventually adjust the limit price) and move your stop beyond the...

Not a very convincing argument (although it's probably correct). This could really be handled differently. Why does the system not just evaluate, prior to accepting the sell order for the underlying stock, the new margin requirement for the resulting naked short call position and simply...