Most of the pushback seems to come from a loss of trust. People feel Windows is becoming more of a service built around telemetry and ads rather than an OS they control. Until Microsoft addresses that underlying concern, frustration will keep showing up.
Apple pushes iCloud REALLY HARD. I'm on the free plan but I paid when on holiday and now I get heavy dark patterns from Apple (phone UI, emails, yadda).
Android too? Persistently asking "Photos backup is turned off! Turn it on?" to use up storage to justify a subscription fee?
Too often you can feel a UI push towards some revenue stream - frustrating UX!
I never actually thought for a second that os updates would lose my files... until it proudly started saying on screen YOUR FILES ARE RIGHT WHERE YOU LEFT THEM
I knew then... that there was non zero chance those files will be right where i leave them. And sure enough it was months later some update deleted peoples files
To be fair, they added that after an upgrade removed all of your files, so perhaps they felt they needed to re-assure the public it wouldn't happen again.
It's a shame they didn't instead invest resources into actually making sure of that, because I'm pretty sure it happened a second time.