All that stamp collecting and you never ended up with one of them being that million dollar stamp you could rest your laurels on? I think if stamp collecting continues it will depend upon whatever format/direction the companies go. Will it just be rubber stamped sticking it into a machine, will it just be a sticker label, or will it be worth it to them to design stamps and sell them out of the kiosk. As far as older stamps I think people will continue to collect them regardless if they didn't grow up in the era, much like they do with anything else.
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No, I never did find that million-dollar stamp... it's a bit like winning the lottery. Did find one in a 5-cent bin at a show once that I sold on eBay for $2,026... pretty happy with that one!