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Item Sales tax varies by item - tax issue online only

Different categories of our items have different sales tax. For example, on clothing, New York does not charge tax for items under $110 (which all our items are). Some counties in NY however, do have an additional clothing tax, so when we ship to those counties, we need to apply clothing tax accordingly.
 
this is not an issue in store as we just charge that county tax. 

Currently, our only option is to do a Squareup blanket 8.25% NYS tax because there’s no way to differentiate it by item by county. 

does anyone have this issue? It is a nightmare. 
 
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