On 08/22/2012 03:30 PM, Lindsay Haisley wrote:
> I don't know what other insights can be gained by reading the headers or
> log entries.  I consider this a closed case at this point and won't
> bother this list with further analysis of it.  On the off chance that
> you or Gordon_do_  find something I've missed, please post and I'll
> revisit it.  I have no idea why Evolution sent the same email twice.

No, I think your understanding of the situation is basically correct. 
The logs that you posted included the courieresmtp client, but not the 
courieresmtpd/courierd messages that record accepting the message from 
the client.  However, it's unlikely that those would tell you much more. 
  I'm mostly sure that courier would only send the message on to the 
list if it told the client "250 ok".

There is at least one open bug in Evolution that causes it to duplicate 
messages in the Outbox.  Your situation could be similar:
https://bugs.launchpad.net/ubuntu/+source/evolution/+bug/825194

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