You and I may disagree with him about how oppressive Apple devices are, but there is definitely a reasonable argument to be made that they are.
Either that, or you mean something different by "easy" than I think you do. I mean, peer pressure is substantial; it's much easier to stick with the crowd, not stick out, go with the flow, etc. Holding to principles and walking against this tide is hard, not easy. Such people are very much the exception, not the rule.
The thing is, a lot of people are willing to trade their freedom for a little convenience, especially if that freedom seems abstract and the convenience is immediate. But if enough people do that, you can run into serious trouble.
I like a certain amount of convenience and a certain amount of freedom. iOS affords me a lot of convenience and a lot of freedom, including the freedom to stop using it when something better, or just as good but cheaper, comes along. (Consider that my sunken cost into iOS software is probably about $200 whereas my sunken cost for Windows software was closer to $10,000.)
Stallman advocates a world where, for example, I am not free to sell software I write or install proprietary software on my computer. Admittedly he is probably exaggerating for effect, or his supporters assume and hope he is.
It is simple: Just make it easy and iOS is easy. There is one AppStore not 7 like on the Android. There are iOS updates for the newest devices not like Android for those who are the chosen ones. I could go on and on.
If you want crappy software and hardware back then please go and support those crappy software and hardware makers. I will stick to simpleness and convenience.
Is it ok that you can only develop for the Playstation if you are a game development studio? Yes I think so too.
But oops, he got the quotation slightly wrong. It doesn't change the meaning but better make sure he gets the quotation right.
Oh yeah, and Jobs was objectionable not for making computers stylish but for being GOOD at at. If people hadn't liked his computers that would have been OK.