I've bought many items from him in the past. I've never received any one of them insured and most of the time they were just sent in a plain white envelope.
I heard from others who lost items in the mail, that after a squabble he always made good on the loss though. In case persons didn't read your letter thoroughly, that is $5.00 EACH ITEM. You win TWO items that's $10. IN THE SAME PACKAGE!!!