Using older versions of Outlook for Mac in business environments
Like you, I was also going nuts with this, but the following fix worked after nothing else did. Try this:
Open Finder and go to Applications - Utilities - Terminal and type the following commands (Press Enter after typing each command).sudo mdutil -a -i offsudo mdutil -a -i onNote: When prompted for a password, please type the Mac user password. This would be invisible. Please type the same and hit enter.Once done, restart the mac computer and wait for about an hour and check for the behavior.