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It's never been great
redacted
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.
Windows 2000
When was Windows 1 released?
It's weird to not see any posts about Azure. I remember watching a keynote from Microsoft's CEO several years ago where he explicitly said the company's focus was on Azure and cloud applications, and that the role of Windows was simply to get you there. That's it. This is also inline with comments about Win7 being the last good OS because that's about when the transition started.
It used to be "skip the evens". But since they themselves skipped 9, now it's "skip the odds".
when they made it free
Windows Me, Windows Vista, Windows 8, and Windows 11. These are all bad iterations of Windows.
I used ME a lot and never had trouble. I think I had just the right hardware cuz I know that many people had a hard time.
Windows 8 marked the point in my opinion. It's when they tried to start locking down the operating system and focusing heavily on the cloud. The adware began in this era as well.
Vista I think
Satya Nadella.