I read HN articles about some company being shaken down for using an unlicensed font on their website, draconic font licensing agreements, paying per page impression for fonts. And I do not understand why anyone would even bother specifying a non-standard font that requires a license and payment for their website. None of your customers are going to care one bit either way. Except perhaps for the 0.000001% of the population that care about fonts. But even those, are they going to say "I'm not going to order my RAM from you, because you have a bad font on your site?" That seems unlikely. If using some non-free font costs even $1, or takes even 1 minute of your time, it's already a losing proposition.
What's even more strange is reading strong opinions on how great Helvetica is, or how terrible Arial is ("Microsoft bad", I know.) They're the same thing! I guess I'm too dumb to notice the subtle notes of citrus and leather in the kerning, the sublime genius of the hinting.