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If you receive an error message then you can investigate further (Note: Set your Outlook client to send you a delivery report on the test email as well). Make sure the OAB you are looking at, has been updated from the GAL. If using Outlook, query the GAL directly, or download the latest OAB. Before you do anything send the user you created a ‘Test Email’ from your own account.Outlook 2003 (and older)* clients get their OAB from a public folder, Outlook 2007 (and newer) clients can get their OAB from ‘Web-based distribution’ (basically form the website on the Exchange (or Exchange CAS) server.
Outlook 2011 does not use Exchange Cached mode and directly connects to the Global Address Book (GAL) via LDAP connection.
In this case your global address book will update each time Send/Receive is pressed. There are a lot of resources to help you become familiar with Office 365.
If you are using Outlook 2003 or 2007 you may be in “Cached Mode”, and you are looking at a copy called the “Offline address book” This only gets updated Every 24 hours, and the copy on the server only gets updated every 24 hours at (by default).
In addition to this there a a few methods by which your Outlook clients get the offline address book.*Note: Unless you are NOT in cached mode.
In Exchange 2010 it takes even longer to synchronize the changes in the OAB than Exchange 2007.