This can occur even though no errors are present within the OAB rebuild process.(* on the Server running it) As mentioned before, this is only for Exchange 2010, Exchange 2013 avoids this step through the use of proxying For example, if you complete an offline address book download at today, Outlook will start the offline address book download the next day at approximately .An issue has been highlighted where several users are not in the global address list, its just two users in particular, who were created about 2 weeks ago, and they dont appear.
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I was recently working on an issue for a client who is currently in Exchange hybrid mode with Office 365.
Check whether Outlook and the computer can access the Offline Address Book file on the server.
This action is typically done by Outlook in the background or when you force a download of the Offline Address Book in Outlook.