I think Steven Wilson's views on the matter are completely valid. Obviously there are positives to the ways people listen to music these days (accessibility, convenience, etc.), but he IS right that something can be lost along the way. Ideally, I think a balance could be struck between the two.
This. He's just passionate. I think it can sound a bit pretentious at times, but in all honesty this is obviously something he feels strongly about and is essentially his whole life/career. He is just trying to get his point of view out there, because it is a pretty under-represented one. Personally, I agree with a lot of his criticisms of modern music technology, and while he has acknowledged their benefits numerous times, it is something he feels detracts a lot of the creativity and work he puts into making the complete work. The reason he sounds like a "broken record" is because... well... people keep bringing the shit up in interviews.
He's not telling people how to listen to music, he is just saying how he thinks HIS music (as well as other musicians that share common thoughts with him) should be experienced. In the end, it is up to the listener.
The only part of that article that kind of rubbed me the wrong way was the religion section, even though I pretty much agree with him. At the end of the day, none of us really know any truth behind religion, and I don't see why people have to act like they know the exacts of things like that... let people believe what they want to. In his defense though, he was asked the question, he didn't really bring it up himself.