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Surprise, writing is full of ambiguities.
Not having an “(un)smart quotes” feature at all? If the user cares about proper quotes/apostrophe he will find a way to input the right characters, if he don’t then why bother trying to outsmart him?
Hrant H. Papazian said:
You make some good points. And if the apostrophe is curly that would be enough contrast. The only problem is cases where you can't tell if the quote is opening or closing.