It is not about the upgrade failing. It is about new problems appearing.
Every OS in existence and in the history of mankind has bugs. Every software in existence and in the history of mankind has bugs. It does not matter if it is Linux, Windows, MacOS, iOS, Adobe premiere, GPU drivers, etc. etc. etc.
Your logic can not be applied to Windows specifically. Every new update of any software (including any OS) is bound to introduce new bugs (aka new problems). Also: every existing version of any OS or other software is or will be never completely bug free. This does not have to be a problem at all, if the bugs are innocent enough to not hinder your work.
This is how it is and it always have been. That is how evolution in computers and software works.
The links you provide are meaningless. Links about updates and bugfixes can be found for all software in existence (including any OS).
According to your logic one should never update anything because a newer version always will contain new bugs and problems. But the caveat of that all is: if we were all applying your logic we would still be living in the stone age, because we were afraid to take an innovative risk.
I also have the feeling that this discussion is getting rather silly and pointless (I even am wondering why I spent the time to give such a long reaction), so I am out as well.