I don't. But, to answer your second question, it's because James Jebbia is a marketing genius.
If you create the illusion of demand, and you have items that look remotely interesting, people will pay slightly more for an "exclusive" item, what with our penchant for conspicuous consumption. Add to that the fact Supreme clothing is apparently top quality (so that resellers in their 30s often flip stuff they bought as teenagers), and it becomes something of an investment.
Also, every now and then they do drop something that looks cool. I know for a fact I might consider buying the Supreme x North Face collab from 2015 if it cost a tenth of what it's currently worth:
I'm a hypebeast at heart, but too stingy to actually go and buy the stuff
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