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Windows runs software written for my company in 2005 without any real issues. It is backwards compatible for 25 years, it destroys any other OS in compatibility only and the actual customer of Windows, businesses, value that more than anything else.
That's not the question though, they may have backwards compatibility as a sacred cow, but the theme of their changes as of 8 and newer has broadly been more about trying to force other Microsoft agendas rather than trying to just make a better product.
Though I have had some older titles that work better with wine, or even older where I need dosbox to run it.