XCCC: Exchange Server Cannot Perform "Have Server Reply with Specific Message" Inbox Rule If the From Box Is Delegated

Exchange Server cannot perform the "Have server reply with specific message" Inbox rule if you change the mailbox that is indicated in the From box. This issue occurs even if you are the rule creator and you have delegate rights to the mailbox that is indicated in the From box.

This issue occurs because Inbox rules run in the security context of the Exchange Server service account, which does not have the inherited rights of the mailbox owner.

To work around this issue, configure either a mailbox agent or a client side rule that prompts Outlook to reply with the specific message. The client side rule runs in the context of the mailbox owner and completes successfully.

For more information about client side rules, see Outlook Help and Outlook documentation. For more information about mailbox agents, see the Microsoft Platform Software Development Kit (SDK).