April 2006: Outlook Express killer
In the same Black Tuesday batch as the preceding screw-up, Microsoft released MS06-016, a patch for Outlook Express.
Unfortunately, many OE users reported that, after installing the patch, they couldn't open their address books; some said they completely lost all their contacts; and still others said they couldn't send or receive any mail.
Knowledge Base article 917288 gives the nine-step manual fix-it procedure: uninstall the patch, copy a WAB file (or files -- it's complicated), go to a command prompt and delete the original file, start OE, and manually import the copied WAB file. All in all, it was a fitting punishment for turning on automatic updates.