What's wrong with my Outlook search?
I see this happen somewhat often in our office environment where Outlook 2011 is connected to our Exchange server. Typically a spotlight re-index will do the trick, either using the method you tried or by adding the HD to Spotlight's privacy pane, then removing it a few minutes later. Sometimes I have to go a step further &amp; remove preference files. spotlight.plist, outlook.plist, etc... Beyond that I will sometimes be forced to rebuild the Outlook identity using the Microsoft Database Utility (hold opt while opening Outlook). Hope that helps! (Oddly it's always 2 weeks here as well)