The benefit of limping along and dying slowly is that it can be relatively quiet and uneventful, and at least the project dies with the appearance of dignity, even though it's actually the opposite. Investors applaud "sticking it out" even though the engineers knew it was dead for years. Review sites write poignant eulogies, instead of writing angry rants which they would do if it was cut short.
The thing about software (and probably most kinds of products) is that there's always someone who relies on it, no matter how dumb of an idea the product is, and usually that group is larger than you expect or seems reasonable. Those people are often the ones who yell the loudest when you inconvenience them, which is why Apple has to pander to them by torturing macOS Server to death instead of euthanizing it.
> They are APPLE, they have ridiculous cash.
They have always acted like a start-up that's strapped for cash. I've known many Apple employees and it's just been part of the culture, that if you work at Apple, you're going to wear many hats and they're going to utilize every second of yours to 200%. It was especially so this in the days of Jobs, and I doubt it's changed much in the past decade.