Typeface designs are not copyrightable-- there's nothing stopping me from looking at (for example) Futura, redrawing it, and selling the redrawn version myself

Typeface designs are not copyrightable-- there's nothing stopping me from looking at (for example) Futura, redrawing it, and selling the redrawn version myself. (Coincidentally, Futura itself, as a popular pre-digital era typeface, has been independently digitized several times by different companies.) Font files, meaning the specific binary files implementing a typeface on your computer, most certainly are copyrightable and licensable. If I were to purchase Myriad from Adobe, I couldn't just hand that font over to you-- that would be against the license agreement and would qualify as software piracy. (This is all based on US copyright; YMMV if you're elsewhere.)