If you are using Microsoft Outlook 2016 for. You may need to rebuild a mailbox to update the list of messages it contains. You can also open it from Outlook 2007's Tools, Options menu or in Outlook 2010 and newer, from File, Options, Search page. Workaround #1: It appears that Apple Mail has undergone some under-the-hood changes, and you now have to search for mail in a slightly different manner: Type something in the mail search field. Tracking Sent Emails: I send a lot of emails and sometimes it's hard to track. Press and hold the Option key while you select the Outlook icon to start the Microsoft Database Utility. Rebuild outlook search index mac Spotlight* sudo rm -rf /.