Caution: The following procedure deletes any information that is not synchronized with the Exchange server, including your contacts' mail certificate. Emptying the cache replaces the contents of the folder with the latest items from the Exchange server. Before emptying the cache, you may want to back up your Outlook information. Make sure your computer is connected to the Exchange server. In the navigation pane, Ctrl+click or right-click the Exchange folder for which you want to empty the cache, and then click Properties. On the General tab, click Empty Cache. After the folder is empty, Outlook automatically downloads the items from the Exchange server.
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Not so with Outlook 2016 or any previous version of Outlook. Nothing is stored in the cloud and therefore everything is based on local files. That is true for the autocomplete suggestion feature also. To disable Auto-complete in Outlook 2007 and older, go to Tools, Options, Preferences, E-mail Options, Advanced and deselect ‘Suggest names while completing to To, CC, BCC fields’ The following tools can be used to view the contents of the auto-complete cache.
Related information.
Hi Knowledgeable, Outlook 2011 through 2016 has used the same local folder to store contacts called 'Recent Addresses' and it doesn't sync with the Exchange server (to or from). What it does is intially pull from the Exchange server and build the list locally as you go. Again, it will not sync with the Exchange server, so if your user switches computers they will have to setup Outlook again (only pulling what the Exchange server has) and then import the other contacts that they added after their last setup with Outlook on their original machine. Here is Microsoft's stance on the subject:.
In short, you can and sync again, but any contacts that Exchange doesn't have, they will need to be added again. Outlook is an alright mail application for Mac, but has just as many problems as it does on Windows systems. I would gently push your user to another mail application to use on their Mac. Is a solid app and works with nearly all email platforms.