I had some minor problems after updates once or twice. On Windows i had to boot into restore mode multiple times due to Windows Update screwing something up.
The MS Store also constantly had trouble updating apps and games and i had to manage packages manually and uninstall and reinstall them so it would work again until the next update.
The times were Windows is easy to use and fire and forget are long gone. The decline in quality is noticeable.
Actual hackers would use Guix System and actually hack really cool stuff and, yes, Guix (the package manager) would be eating GB's because of reproducibility... but at least you could restore your system from Grub anytime.