I sometimes had network issues after updates. Things like Outlook not being able to connect as the icon in the tray showed I wasn't online despite being online.
There were others, all fairly small but they were part of a pattern of worsening quality... they seem to be prioritizing looks and features over stability. Visual Studio is guilty of this too: feature-tastic but less stable than older versions.
Borked updates can be worked around: I disabled Windows update and put up with them but add to that the notifications, infantilization, less control, dark patterns and it all adds up to a "different" Microsoft than the Windows 7 days.
I was a bit of a fanboi too: Microsoft's ecosystem got me to where I am today in my career but no more. I'm done with the tech oligarchs and their increasing levels of control: Linux works really well for me and my clients use it for their infrastructure so no better time than the present :)