The Windows 10 October 2018 Update is deleting user data, according to some scattered reports. Users claim that documents, images, and programs in user directories were wiped out after the update, and that their backups weren't found in the "Windows.old" folder the OS usually puts them in. That means rolling back the update won't restore the files either. Thanks to Monkey34 for the tip. I have just updated my windows using the October update (10, version 1809). It deleted all my files of 23 years in amount of 220GB. This is unbelievable, I have been using Microsoft products since 1995 and nothing like that ever happened to me," he wrote on Microsoft's user forum. "Files were located at C:/Users/rober/Documents/. This location is still present, with no files. All files deleted.