I had the same reading, it sounded like Windows is worse now than Windows 95, which would be a hot take indeed. But it seems the intent was purely on these nagging aspects which have definitely gotten worse.

It might be easier to swallow the message focusing on Windows 8+ when it really jumped the shark. Windows 7 was a pretty good OS holistically I think even if there are aspects lost compared to the pure simplicity of those really old ones.