Can MS Exchange play nice with the mailing lists?

John D McDonnell gorgarath at
Fri Dec 3 19:29:04 UTC 2010

> -----Original Message-----
> On Behalf Of David Brodbeck
> You might also try sending a message from the exchange server to
> another email account of yours, so you can examine the headers on the
> outgoing message for anything strange.

I sent a test e-mail to another account of mine to get a full view of
the headers in the message and this is what I got:

Return-Path: <mcdonnjd at>
X-Original-To: gorgarath at
Delivered-To: x11356971 at
Received: from (
     by (Postfix) with ESMTP id
     for <gorgarath at>; Fri, 3 Dec 2010 11:14:20 -0800 (PST)
Received: from localhost (localhost [])
     by (Postfix) with ESMTP id E738F17BC064
     for <gorgarath at>; Fri, 3 Dec 2010 11:14:20 -0800 (PST)
X-DH-Virus-Scanned: Debian amavisd-new at
X-Spam-Flag: NO
X-Spam-Score: 0.1
X-Spam-Status: No, score=0.1 tagged_above=-999 required=5
     tests=[RDNS_NONE=0.1] autolearn=disabled
Received: from ([])
     by localhost ( []) (amavisd-new,
     port 10024)
     with ESMTP id znubp4p2+pCC for <gorgarath at>;
     Fri, 3 Dec 2010 11:14:20 -0800 (PST)
Received: from exchange.pcam.local (unknown [])  <-- Note 1
     by (Postfix) with ESMTP id 11CE91B006A
     for <gorgarath at>; Fri, 3 Dec 2010 11:14:20 -0800 (PST)
Received: from exchange.pcam.local ([]) by exchange.pcam.local
 <-- Note 2
     ([]) with mapi; Fri, 3 Dec 2010 14:14:19 -0500
From: John McDonnell <mcdonnjd at>
To: "gorgarath at" <gorgarath at>
Date: Fri, 3 Dec 2010 14:14:18 -0500
Subject: Test to check Exchange's headers.
Thread-Topic: Test to check Exchange's headers.
Thread-Index: AcuTHwFJ6xz1pO34R8WYUhguK17Taw==
<5C15CC37D15E0540B4D554157EE33EB7012719136002 at exchange.pcam.local>  <--
Note 3
Accept-Language: en-US
Content-Language: en-US
X-MS-Has-Attach: yes
acceptlanguage: en-US
Content-Type: multipart/signed;
     micalg=SHA1; boundary="----=_NextPart_000_0000_01CB92F5.187AE0A0"
MIME-Version: 1.0

Note 1: Not sure why our external IP address is showing up with the name
exchange.pcam.local instead of mail.pcam.local, but I'm pretty sure
that's what I need to fix to be able to send to the FreeBSD mailing
list, and anyone else who rejects similar mails. Odd that the FreeRADIUS
mailing list doesn't reject it. Obviously a bit more slack in spam
filtering. (Not that I'm complaining, much easier for me since I do send
more mail to the FR list than the FBSD list.)

Note 2: Not sure if this is an issue or not since it is an internal IP
address and not the last hop before heading out into the wild.

Note 3: I'm almost certain exchange.pcam.local isn't an issue here since
I think Message-ID is a fairly arbitrary header in actual mail delivery.

Am I correct in my assumptions about the 3 instances of the .local
domain? Is there anything else that looks wrong that I'll also need to
take a look at? I'm not sure where in Exchange to change these settings,
but I'll do some Googling and see what I can find. Preferably I'd like
for it to refer to itself as on the inside and outside as
we currently get a certificate error in Outlook on the inside due to it
not matching

John D. McDonnell
gorgarath at

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