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Or you could just outsource it to companies like TaxJar that specialize in this and pay a few bucks to have to all done automatically. After this ruling I expect more and more platforms will have this sort of thing built in. One or two more fields to fill out for your products, but otherwise completely automated.

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a few bucks

Please be more specific.

Also, remember that every single one of those bucks will be passed on to the customer in higher prices.

https://www.taxjar.com/pricing/

Considering you are already required to do it for where you are located it's just a little more work to automate it for all locations.

That page doesn't appear to factor in filing costs, which run up to $5000/year.

Also, I wouldn't generally classify it as "a little more work", since in many cases the old system could be hard-coded and the new system requires reworking the checkout flow to capture the full mailing address and pass it through an external API before calculating the transaction total.

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