I ended up just leaving SquareSpace to Shopify because of this. I am really bummed because the website builder is so much easier and cleaner looking, but it’s an absolute deal breaker to not have this done automatically. We shouldn’t need a plug-in for taxes. If they want to be an actual e-commerce platform they have to figure this out. I tried working w TaxJar - they’re really nice, but it didn’t work yet and I don’t have time to wait it out.