I'm not sure anyone at Microsoft has any endgame in mind for Windows. The devs are just working on what they're being told to work on, which aren't the parts conducive to happy consumers, while the execs are working on instinct and telemetry without context, and thus are basically flailing with no actual goal in mind beyond the next quarter. Add in that there's little hope for Windows' market share to increase in any large way, and that there thus isn't much reason to spend loads of money or dev time on improving Windows, and there's no wonder that we've come to this point.