Are computers inefficient and software complex and unwieldly? Sure, but I suspect the sense of fatigue and disappointment is due mostly to the cause he mentions last: the irrelevance (or even hostility) of most computer applications to a life well lived.

"if your grandparents can’t use it out of the box to do something real... then it fails"

The problem is not the difficulty of software, or its aesthetic decline. The problem is that the most important things for human happiness -- such as autonomy, integrity, feeling of connection to a world larger than us and love for other human beings -- are mostly ignored or eroded by technology rather than improved by it. This is not something new to computer technology, but it does seem to be focused and hastened by it.

When you're a kid, it's easy to be enthralled by the wonder of the machine. I certainly was. As an adult, you don't have that anymore. You need to feel like you're working for something worthwhile. All of that complexity would be worth managing if we understood it as part of a struggle for something of magnitude. The feeling that it's all crap comes, as much as anything, from this lack of ends.