For another example, a thread today brought up Winamp. Winamp's last major updates happened, quite literally, a decade ago.

This is a player that works just fine on Windows 10, and there's definitely a case to be made that it's better [overall] than any more modern alternative.

This type of software can never happen on iOS, and is quickly becoming a relic on Mac OS.

The core principles of good software haven't changed much over the years. UI (in HCI terms) has in many ways not moved forward much at all. Apple are changing their platform it seems, more for the sake of change, than for the sake of real progress. And they're forcing some really good software out because of it.