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From various Mishnayot (see below) we see that a Ger's possessions seem to continue to belong to him after he converts. In that case, the moment your buyer converts, he owns Chametz on Pessach - Chametz from which everybody is now forbidden to derive benefit from - similar to any Chametz a Jew owns on Pessach. Result: He would not be allowed to sell it ...


2

Per here as long as you sell the item from your home, and don't deliver it (and several other limitations) you do not have to pay sales tax. If you happen to sell more than $600 worth, but didn't intend to, then you have to pay taxes on the rest. But that is only true after the fact, so you don't have to register. So the upshot is that since you don't ...


1

Other answerers have disputed your premise that you'd need, under the law, to worry about sales tax. I'll grant arguendo that there's a sales-tax issue but dispute another premise: that you need to charge your gentile customer the sales tax. Stores frequently have "we'll pay the tax!" sales. That is, instead of charging you $108 for a $100 item and ...



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