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Outlook 2010 on Exchange 2010 Auto Forward Not Working

Posted on 2013-10-23
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Last Modified: 2013-10-23
I have a bizarre issue where in some cases the Delivery Options configured to auto-forward e-mail to an external address does not work.

The scenario appears to be when an Outlook client has an auto-forward rule to an Exchange Equipment mailbox which has the delivery options to forward to an external e-mail address.  The auto-forward rule works on the client end, as it does appear in the Equipment mailbox, but never gets delivered to the external e-mail address.

When composing a regular e-mail to the Equipment mailbox, it does get delivered to both the mailbox and the external e-mail address.

The issue appears when auto-forwarding an auto-forwarded message.  Is this a known issue in Exchange/Outlook and/or is there any way around it besides configuring the auto-forward on the client end to send directly to the external e-mail address, essentially bypassing the Equipment mailbox?  

I would prefer to resolve the issue with the current e-mail setup, as it would be a more involved process with the bypass.
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Question by:fireguy1125
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by:fireguy1125
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I have found the cause of this to be as a result of the Allow automatic forward option to be disabled on the Default Remote Domain properties.  Is there a way this can be allowed on a per user or domain basis? I understand this is disabled by default as a security precaution, but ideally we would want it allow for a specific group of senders, or a single external recipient address - possible?
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