How do I delay email delivery using Entourage 2008 with Exchange, e.g. using the X.400 Deferred-Delivery header?

Posted by Matt McClure on Server Fault See other posts from Server Fault or by Matt McClure
Published on 2010-12-28T01:35:24Z Indexed on 2010/12/28 1:55 UTC
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I'd like to delay the delivery of email that I send so that I can time delivery when the recipient is unlikely to be reading email and I can reduce the likelihood of getting into a chat-like conversation.

I'm using Entourage 2008 and Exchange hosted by Rackspace.

I tried naively adding a Deferred-Delivery header after reading http://www.faqs.org/rfcs/rfc2156.html and www.itu.int/rec/T-REC-F.400-199906-I/en , but my mail was delivered immediately.

Ideally the delay would occur on the MTA instead of my MUA so that delivery would still occur even if my laptop were disconnected from the network at the delivery time I specify.

My best workaround at the moment is to habitually use Entourage's Send Later button when composing mail and then click Send/Receive at the end of the day. This is less than ideal because recipients are often reading mail at the end of my day, and I often get immediate replies.

Matt

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