what do you mean with 'user not ready'?
when I approve a patch, it get's in the 'pending patches' list and installs at the moment I setup patch update. when the patch failes you get a 'patch failed' and the patch restarts over in the 'pending' queue.
at that point, you should check the logfiles (windowsupdate.log and for each update in the windows folder).
also, when the installer runs when you execute the command listed in the patch management commands, K should be able to install the patch.