Email management with a secondary mailbox
HiI have a problem in Exchange 2007 on SBS 2008 which is causing a bit of head-scratching.The particualrindividual needs, for admin purposes to have all his inbound mail copied to another address on another domain. This was easy to setup by creating a contact and then setting that contact as a forwarding point in the delivery options within mailflow settings in Exchange Management.The sting in the tail is that while this works fine for ordinary inbound messages, when the message is in reply to an outbound message then the reply is only received by the remote account and not in the persons Exchange mailbox.This strategy worked perfectly in SBS 2003 but seems to be another SBS2008 process which does not behave in the same manner as the older versions.I would appreciate hearing about a simple method to make this work.Many thanksNeilPS I had a look at setting this as a rule in the Outlook client, but that too seemed to be a little problematic when the PC is switched off.
October 30th, 2009 1:33pm

Which account is sending the outbound message?
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October 30th, 2009 3:31pm

The original sender is the user on the domain. The original recipient is external, e.g. a gmail account, and another domain account as tests.External replies seem to fall foul of this but not internal ones.Neil
October 30th, 2009 3:34pm

And the Default reply is set to the internal SMTP domain you are authorative for?Im trying to understand how the replies fit into this, because it sounds as if the external user is replying back to the SMTP address of the remote account.
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October 30th, 2009 3:38pm

In all the test messages I have sent the reply-to is the normal email address of the domain user.The message headers do not have anything in them that suggests to me that the message should be differently handled.It seems to me that it is the threading of the message which is leading to the problem, if that makes sense, as a 'Re:' message, sent as a copy, to the user is treated in the 'original message' way and received in both locations.The more I thinks about this the more puzzled I become.Sadly the current secondary destination does not permit access to the message headers of the problem messages. All we can acces are thos of the original, conversation initiating message.Neil
October 30th, 2009 4:00pm

Yea, from here its hard to see how this is happening. What if you created a hub transport rule instead that copied all inbound messages to that other external account and you removed the forwarding on the account and tested?
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October 31st, 2009 4:09am

Neil,Please follow the instructions from the below MS Technetlibrary.http://technet.microsoft.com/en-us/library/bb124314%28EXCHG.65%29.aspxHave a good day, Sachin Shetty| MCP|MCTS|MCITP-EMA|
November 1st, 2009 8:02am

Neil,Please follow the instructions from the below MS Technetlibrary.http://technet.microsoft.com/en-us/library/bb124314%28EXCHG.65%29.aspx Have a good day, Sachin Shetty| MCP|MCTS|MCITP-EMA| I dont see how an article about resource mailboxes is relevant for this issue.
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November 1st, 2009 4:54pm

On Fri, 30-Oct-09 12:31:18 GMT, Andy David wrote:>Which account is sending the outbound message? It sounds like the remoe system is sending the reply to the address inthe Return-Path.When the message is sent to an alternate recipient Exchange insertsthe "Resent-*" header and the message is sent with the MAIL FROMaddress being the one assigned as the primary SMTP proxy on theContact (or the mail-enabled user or distribution list if those arenominated as alternate recipients).sage remains the same, but the recipientmay see the message as "Sent on Behalf Of".---Rich MatheisenMCSE+I, Exchange MVP--- Rich Matheisen MCSE+I, Exchange MVP
November 2nd, 2009 7:22am

Hi RichI am afraid I cannot see that as the problem.In the test cases, for example to a gmail account, the message is sent from the PC by Outlook to my gmail account. (sencondary address not relevant here)At gmail I reply to the domain email address. The message must be being received by the exchange server as it is only from there that the alternate is connected with the address of the domain user. The reply does not, however reach that user, but gets bounced out to the alias only.When the alias was created as a contact and added to the delivery options, the option to have messages delivered to BOTH accounts was selected, but does not appear to be actioned. Why this is only for replies is what is causing the hair-tearing this end.When I look at the address being replied to it is ONLY the domain user's address and not the secondary, indeed the secondary address appears nowhere in the headers. This, again, points to a mis-handling of the deliverty option. What I need to find is a way to correct what is beginning to look like a bug.Neil
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November 3rd, 2009 7:18pm

On Tue, 3-Nov-09 16:18:12 GMT, Commacom2 wrote:only.When the alias was created as a contact and added to the delivery options, the option to have messages delivered to BOTH accounts was selected, but does not appear to be actioned. Why this is only for replies is what is causing the hair-tearing this end.When I look at the address being replied to it is ONLY the domain user's address and not the secondary, indeed the secondary address appears nowhere in the headers. This, again, points to a mis-handling of the deliverty option. What I need to find is a way>to correct what is beginning to look like a bug.Neil How about looking at the SMTP receive logs to see what RCPT TOaddresses were in the transaction? If the one assigned to the mailboxis there then the message should be bifurcated and both the Contactand Mailbox should receive the message.If there's another address in the RCPT TO command that would betelling.Never trust the contents of the message when trying to decipher SMTPmail flow. You'll drive yourself nuts.---isenMCSE+I, Exchange MVP--- Rich Matheisen MCSE+I, Exchange MVP
November 4th, 2009 7:15am

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