> I just realized MS no longer adds Message-ID headers to outgoing Outlook
> 2003 email and expects the POP3/SMTP server to insert them instead.

Better go and buy Exchange then hadn't you ;-)

> So...I see a two weird things going on...

> A) James adds Message-IDs to /incoming/ email that doesn't have it (see 4
&
> 6).

> B) James does /not/ add Message-IDs to /outgoing/ email that doesn't have
it
> (1 & 2).

James is being perverse but not necessarily behaving illegally (it isn't
strictly "intermediate" if it is fixing your mail after it has been
received), sadly for you so is M$ Outlook.
I suspect you should raise a defect in jira to ask us to make James add an
ID where one is not present in incoming *or* outgoing mail, but only where
the sender is an account holder.

this from RFC2821:

" The following changes to a message being processed MAY be applied
   when necessary by an originating SMTP server, or one used as the
   target of SMTP as an initial posting protocol:

   -  Addition of a message-id field when none appears"

<snip>

"   The less information the server has about the client, the less likely
   these changes are to be correct and the more caution and conservatism
   should be applied when considering whether or not to perform fixes
   and how.  These changes MUST NOT be applied by an SMTP server that
   provides an intermediate relay function.

   In all cases, properly-operating clients supplying correct
   information are preferred to corrections by the SMTP server.  In all
   cases, documentation of actions performed by the servers (in trace
   fields and/or header comments) is strongly encouraged."




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