Dan,here is one way to handle this with apple script.
http://www.hawkwings.net/2005/09/14/vacation-script-autoreplying-via-an-
apple-mail-rule/ 

-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:macgroup-bounces at erdos.math.louisville.edu] On Behalf Of Dan
Crutcher
Sent: Thursday, June 07, 2007 9:24 PM
To: Macintosh topics
Subject: [MacGroup] Apple's Mail and auto-reply

We use Apple's Mail program as our main email program at work.  
Several employees have asked about setting up an auto-reply in Mail to
let people know that they will be out of the office for a few days. A
couple of them have succeeded in using Mail's rules to set up a
rudimentary auto-reply, but it hasn't worked out well.

The main problem is that the auto replies are being generated when junk
mail comes in, and those replies usually bounces back to our server,
which then generates a MAILER DAEMON bounce message back to the user and
to the postmaster (me). I'd like to find a way to use rules to
auto-reply only to messages that are not designated as junk mail, but I
haven't been able to figure out a good way to do this.

If it matters, we're using QuickMail Pro as our email server software.

Any suggestions?

Dan




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