For best results, don't check for new mail more frequently than about 8 - 10 minutes.Checking too frequently (either automatically or manually) can cause Outlook to hang on the process and you will not be able to send or receive mail until you restart Outlook.When I start Outlook 2016, it does not automatically perform send/ receive operation to download my emails from the server.Can anyone tell me how can I resolve Outlook not updating automatically problem?The new contents such as emails, contacts, calendar items, tasks, notes and others are not updated and not downloaded even though user manually select “update folder” in order to pull the new data.But user can login to OWA (Outlook Web Access) or to continue to access the missing email messages, appointments, contacts, tasks, journal entries, notes, posted items, and documents.Before emptying the cache, you may want to back up your Outlook information that is stored only locally on your computer.For more information, see Export or manually archive Outlook items.
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If you successfully connected to the account before, try to connect to it from another Exchange application, such as Outlook on the Web.
You can also check the status of the Exchange server by contacting your Exchange server administrator.
Sometimes I can remove the mailbox and re-add it and it starts working but not always.
I have attempted to put Outlook 2013 in cached mode and without and still no change.