But how do you make them? I played with some TTF font generators about
10 years ago that I'm sure I illegally obtained somehow, but I realize
that I have zero idea of how fonts are designed and packaged. Does
anybody know anything about how fonts are created and packaged (info
on subfonts would be great, info on TTF would be interesting).

Microsoft has some surprisingly good information at http://www.microsoft.com/typography.

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