Hello, evildr225. I am not 100% sure, but I don't think the USPS will insure against lost or misplaced items. Maybe include insurance on the contents, and add the option for Registered Mail, or Signature Required by recipient (include at buyer's expense). A large Flat Rate Box sounds like the way to go. Another option would be Local Pickup Only, buyer would have to prepay with Paypal. If you are not comfortable with strangers coming to your house, meet at a pre-arranged public place, Home Depot, Public Library, etc. Good luck with your sale, Lou