> He's only "required" [to do] so if he chooses to use iOS. And if he chooses to use iOS, it's because the platform attracted him, and one thing that attracts a lot of people to it it's the "it just works" and "you don't have to manage it".
That is entirely true, and yes that is part of the problem. The polished nature of a proprietary operating system is like a polished jail. It may be nice and roomy now, but what about in 5 or 10 years when everyone has an iPhone and Apple has one or no competitors? Can we stop them from shrinking our room if there is no free alternative?
> Except if you jailbreak
Actually, no. You can access the filesystem, but you can't install your own free (or proprietary) operating system on the iPhone because there isn't one.
Free software isn't all about nice looking features (though they tend to get developed in time), it's largely about creating a dynamic that ensures the freedom of the user, and that protects them from anti-features, both blatant and subtle. It may not sound like much on the surface, but it's an important issue, especially if someday someone in power says that they don't approve of what you do with your computing devices.
The user of a program is controlled by the program and the program is controlled by the programmer. Do you wish to be controlled by someone who won't show you what the program does, and doesn't allow others to make improvements? There _are_ alternatives, and they are not perfect. I don't expect everyone to be an early adopter of every free technology, but there are many, especially at HN, who would be able to use them and to help them grow to the point where most people would be able to use them quite easily. Developing free software is an act of generosity, because it is much needed in our world, where we are becoming so dependent upon computing technology.