So last autumn I was one of the people who lost all their documents by upgrading early to the October 2018 update. One thing I did after that was to purchase a 128 GB SD card to put in my computer's slot, where I keep all my documents, pictures, music, etc. I also use Dropbox and an external hard drive. The idea, of course, is that I back up, and frequently, at least once a week, on at least two of those. I did backup to Dropbox before the deletion, but not as frequently, maybe once a month, so I lost a couple of weeks' worth of data. Now I don't have many documents, and they're not earth-shatteringly important, except for things to do with the Cthulhu game that I have been playing weekly since July 1991 (hello, 28 years). So that's the main thing I have to back up. I've gotten it down so I only have to really back up those files I update. My friend, who uses my old desktop and I back up his stuff on an external hard drive, has tens of thousands of documents and another tens of thousands of pictures, along with some videos and lots of e-mail. So, his is much more of a process, as he routinely changes where things are on folders and is constantly editing--again, mostly to do with the game.
I did the latest May update with no problem. It was not pushed out to my computer immediately, as it had been flagged for some reason or other, probably due to my Dell. I knew it would not update with the SD card or any USB media attached, but that's fine, as the whole point of having the card is to lock my documents away at the time of update, so I'd planned to remove them anyway. But all in all, it was a much smoother process.
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