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Microsoft Support has an article on offline address books which may be helpful in this situation..appears you have cached mode turned on (it is by default on the clients) The Outlook Social connector (Free with Outlook 2010/2013) will do what you are asking for.
It scans your contacts and makes updates based on information in the GAL.
Users not receiving latest contacts in cached mode UPDATE GLOBAL ADDRESS LIST USING EXCHANGE MANAGEMENT SHELL (EMS) The identity can either be “Default Global Address List” (As specified below) or Any other specific address list that you would like to update 7. This will reinstall the RBAC roles 🙂 NEXT OPEN EXCHANGE MANAGEMENT CONSOLE (EMC) BY DOING THE FOLLOWING: 1. Locate your Default Offline Address book and Right Click on it then select Update.
For Users where Outlook is in Cache mode, They got to have their Outlook Address book Updated ,when they can access the latest Address book while they go offline.
If Outlook is left running constantly in Cached Exchange Mode, it updates the Offline Address Book automatically about once a day, depending on Address Book updates on the server running Exchange.
These screenshots are from Outlook 2013, but the process works identically in 2010 or 2007. Choose "Update All", wait a moment, and you're done. I can manually update each contact with the nice "Update" button and it automatically synchs the contact with AD, but I can't do that for all contact with a simple buttonclick? Switch to your contacts view, then go to the "Send/Receive" tab.
From there, right-click any selected contact and choose "Add to Contacts".
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I would like to test modes of using address book, while Outlook is in cached mode. These methods depends on registry settings of Outlook (full article here: shortly: If the following registry key is present (XX.0 means office version – 15.0 for Office 2013), Outlook behaves upon the DWORD value inside: Download OAB DWORD supported values: 0 = The Offline Address Book does not download automatically.