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I had a case recently where OoO messages were only triggered when the message came from outside the exchange domain. &nbsp;Might be worth checking if you haven't already...
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This issue only pertains to a small group of users that have their mail forwarded to a mail contact (External Address).
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Rather than using an out of office message could you add another server rule to reply to incoming messages?
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I haven't tried a rule but I will definitely give it a shot. &nbsp;Thanks
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It seems that Out of Office Messages are not being sent from Outlook when mail is automatically being forwarded to another mailbox or contact on Exchange.<br />
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This seems pretty logical. &nbsp;I just wanted to know if there is a way to allow Out of Office Messages to be sent. &nbsp;if so, is it a bad idea?<br />
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We have acquired a new office which uses Google mail. &nbsp;Initially we established mail contacts for their email addresses and configured Exchange mailboxes for each person as well. &nbsp;Then we set the Exchange mailbox to automatically forward to their Google mailbox. &nbsp;Seems to work fine except when they need to set an out of office message.<br />
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Any thoughts? &nbsp;Thanks
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It seems that Out of Office Messages are not being sent from Outlook when mail is automatically being forwarded to another mailbox or contact on Exchange.

This seems pretty logical.  I just wanted to know if there is a way to allow Out of Office Messages to be sent.  if so, is it a bad idea?

We have acquired a new office which uses Google mail.  Initially we established mail contacts for their email addresses and configured Exchange mailboxes for each person as well.  Then we set the Exchange mailbox to automatically forward to their Google mailbox.  Seems to work fine except when they need to set an out of office message.

Any thoughts?  Thanks

MS Outlook does not send out of office messages when automatic forwarding is enabled in Exchange

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.