I think the tax thing is a perfect case to throw at a specialised web service. Not only do you have to develop the functionality, you also need to make sure you stay on top of changing legislation and such. We are seeing the same issues now in Europe, now that governments have seen the big cauldron of tax money hidden in online sales somewhere. Every country in the European Union has VAT tax, but they all apply different percentages for different types of goods.
One thing I noticed last time I was with you in the States (too long ago, we're looking into a new trip with our girls this time in the next few years), is that your shops don't show the final price, tax included. In Europe, the full price must be shown in shops (even online ones) so there are different pricing strategies : either you keep the final price the same, and countries with lower tax in essence pay more for the goods, either you vary prices depending on the rate of the country. But it's a hassle in any case.
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