Vacation Messages Don't Work After Changing Password

I have a Snow Leopard Server (10.6.2) setup and the vacation message feature works fine as long as the user hasn't changed their password. Once they have changed their password then the feature doesn't work. You can set it up but it doesn't work, when you send an email to the user with the message set the email sends but you don't get the vacation message.
I have also noticed that when you try and load the server side mail rules for a user that has changed their password you get an error (from memory it's something about can't get info from server).
Does anyone know why this might happen.
Thanks

There is a one-response-per-day limit imposed by mailsieve and dovecot. Once a vacation response has been sent to any address, it'll throttle any future responses for 24 hours to the same address.
Once you change the password, are you either using the same address to send e-mail as before? Have you tried triggering the vacation notice from a different sender address?
A.

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