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So try to clear the offline items by following these steps: Resolution 2: Delete OST Files Outlook caches and stores email messages, calendar events and other items in Offline Storage Table (.ost) file.
Explanation: The Sent Items Update feature will only update the sent item that resides in the users mailbox on the Microsoft Exchange server.
Resolution 1: Clear Offline Items Most Exchange account configured in Outloook has Cached Exchange Mode enabled by default to allow user to continue working with Outlook when offline in addition to improve the performance.
When the items in Outlook is mismatched with online version, the cached items may be corrupted.
When this happens, you will have to manually configure the person's Exchange account and enable Outlook Web Access. His work has appeared in the "Nashua Telegraph" and the "Daily Free Press" and on numerous websites.
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Depending on the settings you see, you may have to select Edit information to add or change your account information.