These crazy outdated licenses that let you print as many magazines or books you want forever, for a one-time price. But if your hobby is making apps, then suddenly the same font will cost you 50 times more - for a single year.
I guess these font sellers imagine there’s still some app boom - a Klondike rush with developers bathing in dollars. Maybe if their licenses were more realistic, piracy would be less of a problem.
I'd argue that complaining about font prices is less like a Hermes bag, and more like complaining about high-end ingredients when a supermarket has cheap stuff. Yes, you can get away with cheaper materials when cooking, but the final product will deeply suffer.
There is a number of free fonts which are also free for commercial use, but are clearly inadequate for serious typographic work, or only contain highly stylized glyphs. They may still be perfectly usable for a game, or a mobile app which is not typography-heavy. In many cases, the shortcomings are only visible at paper resolution, or only in print as opposed to screen.
Then, there is a number of not very expensive fonts that cost $50-100 per face. If you really badly need a font exactly like that for a commercial project, and $200-300 is a prohibitively expensive for a permanent license you obtain, how much is the commercial project worth? Is it worth sweating over that very particular font?