The content of this post has been moved to Microsoft Docs.
Updated Sep 24, 2020
Version 7.0The_Exchange_Team
Platinum Contributor
Joined April 19, 2019
Exchange Team Blog
You Had Me at EHLO.
Note: If you want to send response to the sender every time instead of just once, you can apply mailbox server side rule "have server reply using a specific message" to send automatic reply instead of using the OOF rule. This server-side rule will send reply to the sender every time a message is received.
Be careful with this. If two internal users both configure a server-side rule to reply using a specific message it can cause a mail loop. That's why OOFs are better.