It has everything to do with when a company is an outsider it tries to be consumer friendly, but then when it becomes the dominant player then it adopts all the characteristics all dominant players do of trying to attract as much rent from their business as they can, users be damned.
This has absolutely nothing to do with a charismatic leader or founder.
Steve Jobs was notoriously the most hard-ass negotiator you'd ever meet. The way Apple is dealing with the EU here is probably exactly how he would have done it, or maybe he might have been even worse.
He created incredibly user-friendly machines, but in the business world he was incredibly ruthless.
When you come from a place of "We have all the right answers and your views don't matter" like how Steve Jobs operated, you can see the harm that mind set is causing in the world today.
Being a Mac user since the 90's, it is unfortunate what Apple has become. However, this is often happens when a charismatic leader leaves the company (in one way or another). From what is seen in the the process of how so many startup at YC went from little company to transnational corporation, and what people's reaction to them have changed over the course of the year as well as the influence of funding and corporate culture has on a company are also very telling.
Now days I'm sticking to linx BSD F-Droid for personal stuff even though they are not as user friendly in the UI aspect.