Interesting points. With the extreme cheapening of the cost (time/skill) for software production, we can have "Extremely Personal Software", as you mention and as demonstrated by the source. I wonder if we will reach a stage where "software" is written by a computer for an audience of 1 and for a single task, to be run once only- via an interface that works for all tasks. The very concept of software as something that users have to learn to use (memorizing keybindings, for example), might go the way of the punch card.
More like Star Trek, we would just ask "computer" to do things, and its machinations (and "software") will be invisible to us. We would just have output to deal with.
I think this would mean a lot of things. I'm sure I can't fathom all of the implications, but it sure makes me feel old! Interesting times ahead.