The problem with # of transactions in the state (or something similar) is that at the beginning of the year, who knows if you are going to hit that limit. Let's say in a hypothetical case, New York decides that if a seller has 50 or more transactions in that state, you need to collect the sales tax. Based upon my previous sales, I haven't hit 50 in New York before. But then what if by June, you are up to 40 New York sales, so it seems likely you are going to cross the threshold. What are you going to do? You can't retroactively ask those 40 previous New York buyers to cough up sales tax now for the past sales. You'd have to either eat the sales tax amount yourself, or say after sale 49 to New York, try to say that you will no longer sell to New York residents.
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