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E.g., 2 users have auto-reply configured. User A sends a message to User B. User B's auto-reply gets sent to User A's mailbox. That, in turn, causes an auto-reply to be sent from User A and insanity ensues.

How does Exchange 2010 prevent this scenario?

Also, can Exchange 2010 prevent a user's mailbox sending more than one auto-reply to the same user in one day?

Bonus: Assuming Exchange prevents this, how do I configure the settings?

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Why would you want to configure it? It works fine. Use your time on problems :) – pauska Jun 6 '11 at 17:31
I just want to know what options are available. We are migrating from another mail system and administration might want to reproduce the way our current system works. – Beaming Mel-Bin Jun 7 '11 at 12:12
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@Pauska: do you mean use your time to solve problems or make more? I'm pretty good at both. – Bart Silverstrim Jun 7 '11 at 16:39
Ah, sysadmin banter. Appreciated by so few. – Beaming Mel-Bin Jun 7 '11 at 17:14
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2 Answers

up vote 6 down vote accepted

Auto replies only get sent once per sender, per activation. There is no auto-reply loop with Exchange systems. Microsoft KB

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To be clear, they are sent once per Sender. – joeqwerty Jun 6 '11 at 17:26
Thanks @joeqwerty, I was trying to find the right term... I'll change it. – Holocryptic Jun 6 '11 at 17:26
Glad to pitch in. – joeqwerty Jun 6 '11 at 17:28
Thanks gentlemen. Do you know of any official documentation of this behavior? – Beaming Mel-Bin Jun 7 '11 at 12:21
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added link for referrence – Holocryptic Jun 7 '11 at 14:33
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up vote 4 down vote

the header is x-auto-response-suppress:all is sent by default on auto replies. That in conjunction with x-ms-exchange-inbox-rules-loop (which contains the sender email address), should resolve any potential loop conditions.

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So another system could also use this header to prevent an auto reply loop correct? – Beaming Mel-Bin Jun 7 '11 at 12:14
not that I am aware of – Jim B Jun 7 '11 at 12:32
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