iPods and AirPort Express units from 20+ years ago still work in modern macOS too. Things have been shuffled around some (iPods are now managed with the Finder instead of in Music.app) but they still work.

I would agree with the idea that they're not bothered about breaking workflows, particularly those involving command line tools, but hardware compatibility isn't nearly as bad as the internet might have one think. Source compatibility isn't all that bad either, many ancient Objective-C/AppKit codebases can be made to compile in an evening. It's mainly binaries that break.