In my experience, for the most part Windows updates are not as bad as the stereotype suggests, but I would unquestionably be very upset if what some users are reporting for the new October 2018 update happened to me. The reports are that users are seeing their personal files removed, and previously installed programs to. Normally during an update, if Windows cannot preserve the files in place, they will be moved to a freshly-created Windows.old folder, so you can find and replace them, but the impacted users are saying they are not there. Instead all of the data is just gone.
Unfortunately, as Windows Central points out, we do not appear to have reproduction steps for this issue, which makes it harder for the public to avoid while still updating and harder for Microsoft to fix. Hopefully they will be able to fix it soon, but if not you may want to manually back up all of your files. You can create a system image through Backup and Restore (Windows 7) in Control Panel, but also if you have Windows 10 Pro you can go into the Advanced Options for Windows Update and defer feature updates for up-to 365 days.
Source: Windows Central
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