One of the things that I do, immediately after the sale, is send a convo thanking them for their purchase and other details on when it will be in the mail, BUT then I ask them how they ever found me. I mention that with 800,000 Etsy sellers, I wonder how they landed in my shop. Sometimes the buyers don't answer at all, but often, it opens up a line of conversation.
Once recently I had a query from someone in Tallinn, Estonia....and low and behold, we had visited there this summer (I live in NY). So you never know what might open up. Sometimes I even say at the end of a convo something like: "I hope it's warmer where you are than where I am...lots of snow coming tonight".....and that will often spur some conversation on their part.