How does sending $4 of cash to hong kong have to do with billionaires? Even as a poor person, I'm not stupid enough to make small-ticket purchases overseas.
As a real live poor person (< $10k a year compared to your "perspective of a very wealthy individual") with an IQ above 130, I can assure you I have often purchased small ticket purchases oversees. It's cheaper to order from china than to pay the importer his cut.
http://www.dealextreme.com/Nothing stupid about paying less, but you don't care because you can piss your money away.