Hi @Bryan-Square, I may be misunderstanding, but that’s not what your documentation says for automatically generated tax rates: Create and manage sales tax settings | Square Support Center - US
Automatically generated tax rates: The automatic tax calculator is used for shipping (and other distance orders) to apply the different necessary tax rates based on your tax registrations and the recipient’s address.
US sales tax for distance orders must charge taxes based on the destination address, if the seller has a nexus (or a “tax registration”) in that state. Your documentation seems to support this, so if this isn’t what is actually happening (even for regular Square online orders), this is a significant bug and is preventing your sellers from being compliant.