MS Entourage 2008 supports sending of automatic replies when the user is out of office.

This automatic reply can be enabled when a user cannot reply messages him/herself (e.g. when the user is ill or on vacation). It is usually helpful when the user is supposed to reply immediately.

To set automatic reply, go to MS Entourage Tools → Out of Office. In the Out of office dialog, switch to the Send Out of Office messages mode and enter a message which will be sent to incoming messages. Thus, senders know immediately that the user cannot send them any answering message at the moment.

Figure 8.16. Out of Office Assistant

Automatic reply will be applied to all incoming messages except email sent from mailing lists. The automatic answer is not sent where answering to another automatic email (this should prevent users from email loops).