Best answer by JimM
As has been mentioned earlier on in this thread, sometimes Windows Updates could be disabled by an infection - particularly certain strains of ZeroAccess. If one of those infections was present and dealt with already prior to installing Webroot SecureAnywhere, you may be sufferring from a leftover ill-effect of an already removed infection. We have a tool that can help with that kind of issue. It will check to see if certain key Windows services are disabled and try to re-enable them for you. That tool is available here. In the event the tool fails to re-enable a disabled service, it could be indicative that there is still an infection present (though it is by no means a conclusive indicator since it could just be issues with Windows itself). In which case, it would be prudent to open a support case to allow our malware removal engineers to check for any possible infection.
I hope this helps!