research for dating - Outlook 2016 cached mode not updating
The most attractive functionality of MS Outlook is that when we are using it with Exchange server, it creates an offline outlook data file (.ost) implicitly if you select cached mode or offline mode while configuring outlook.
This OST file cached the data item of exchange sever mailbox and stores it in your system to reduce payload on the exchange server and provide offline availability.
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But the methods might not resolve the error in case of corrupted OST file.
In this situation, you can use an OST to PST converter to troubleshoot the error and to open inaccessible Outlook Offline files.
We tested this on some others users and it works as designed just not this users.
You have enabled the Sent Items Update feature in Exclaimer Cloud - Signatures for Office 365, so signatures are visible when a sender views email messages in their Sent Items folder.
So I have a user whose assistant manages her calendar.