Please visit the document on How to turn on or off Cached Exchange Mode for (Outlook 2010, and Outlook 20).
Outlook 2011 does not use Exchange Cached mode and directly connects to the Global Address Book (GAL) via LDAP connection.
Synchronizing your Outlook (cached) address book with the Global Address book may fix these discrepancies.
Instances of mail that is bounced back to the sender may also be fixed.
This is called the Offline Address Book and is being generated on the Exchange server.
Due to various synching schedules, it can take up to 48 hours before you could actually see a change in Outlook after a modification has been made on the Exchange server or in Active Directory.
It can be accessed when using a CUMC email account with Outlook and Web Outlook.
The CLIENT ACCESS role checks for changes every 8 hrs. p=77 Also you can read up on how the OAB is distributed and the scheduling of that distribution here:
On top of these delays, if a client does not close/open his or her Outlook, it can take even longer for a change to take place. p=312 It's the Exchange CAS not updating the Offline address book file: C:\Program Files\Microsoft\Exchange Server\V14\Client Access\OAB\Something-Something-Darkside\I just restarted the Microsoft Exchange File Distribution service on the CAS server and it updated.
Microsoft also has some great training videos you can watch to become familiar with using Office 365 applications.
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