Mailing List ecs-isp@2rosenthals.com Archived Message #1178

From: "Peter Moylan" <ecs-isp@2rosenthals.com> Full Headers
Undecoded message
Subject: Re: [eCS-ISP] Trouble getting mail delivered to Office365 (outlook.com), ProofPoint, and Barracuda protected domains
Date: Thu, 24 Apr 2025 10:18:10 +1000
To: eCS ISP Mailing List <ecs-isp@2rosenthals.com>

On 24/04/25 03:19, Lewis G Rosenthal wrote:

On a lark, I tightened the DKIM policy from none to reject, and added
a 50% limiter (pct=50). To avoid duplicating the DKIM header, I have
 turned off the smarthost configuration, and am only sending through
the firewall local to the mail server.

I was going to suggest avoiding having two DKIM headers. Although the
DKIM standard does allow for this possibility, we don't know much about
how well DKIM checkers handle this case.

Running mailing lists is always a little risky, because some receiving
servers like to reject mailing list mail. Your other mail headers look
pretty safe to me, though, so I doubt that this is a problem in the
present case.

The big problem, I suspect, is that some big mail services might be
adopting a "silently reject" policy, simply discarding mail they don't
like instead of returning a failure reply. My choir uses a Yahoo mail
account (against my advice), and a problem we had was that messages to
all members went only to some members, and we were never notified about
the failures. I'm no longer on the choir organising committee, so I
don't know whether they are still doing it.

Your pct=50 change applies only to incoming mail, so shouldn't be
relevant. However, that reminded me of a problem with outgoing mail to
multiple recipients. The SMTP standard says that every mail server must
be able to handle up to 100 recipients for a single message, but I've
found that some servers don't respect that and that the batch size has
to be limited to 50 or even further. On the other hand I suspect that
that "batch" issue only arises inside your own system, so maybe it's not
a problem.

--
Peter Moylan                  peter@pmoylan.org
http://www.pmoylan.org

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