WordPress as a project and the WordPress community has to do more to make sure users keep their WordPress install, plugins and themes up to date. This issue isn't going to go away and will only get worse as the WordPress install base grows larger and larger. Developers will whine about automatic updates but that is the direction WordPress needs to go in for more than just WordPress core updates. I discussed this in more detail on my blog here: http://carlhancock.com/wordpress-has-an-update-problem/