Michael,
Not disagreeing with anything you said, but I thought that the context
of what Mark Stone was talking about - was those situations where an
email account is set to auto-forward all messages to a 3rd party email
account. And I thought that my explanation was clearly in that context.
So what Mark was describing was an auto-forwarding setup for a
particular user - where - in contrast to a typical such setup - his
system then somewhat (or in some way) does the forwarding almost as if
the user had manually forwarded it - so with all new authentication
(DKIM, etc). I think that was his point?
But your other points ("a single spam slipping through") - basically
agrees with my points, too.
As much as I hate such autoforwarding, I have end users who just LOVE
their gmail accounts, and want to do EVERYTHING from gmail - including
receiving their business emails there and then sending their business
emails from their gmail accounts (either with the From address being
manipulated into be their business domain, or from an actual gmail).
When I try to explain how/why this is NOT wise (either from a
professional standpoint or from a technical standpoint) - they just roll
their eyes at me, and demand that it be done this way.
I try hard to discourage that - and will likely one day ban that
practice from my mail server.
Rob McEwen, invaluement
------ Original Message ------
From "Michael Peddemors via mailop" <[email protected]>
To [email protected]
Date 8/14/2025 3:26:40 PM
Subject Re: [mailop] Microsoft blocks forwarding mails from "large
senders" (MUST spf pass)
Basically ALL email servers work like that.. if a person 'forwards' an email,
there is no issue, the email client creates a new properly formatted message,
but if the system is configured to 'forward' all mail, there is a problem.
In addition to Scott's eloquent way of phrasing this, remember if a single spam
slips through your filters, it now looks to Gmail as if your server is leaking
spam.
Every email client can check multiple mailboxes.. and easy to have two webmail
tabs open, one for Gmail, and one for your other provider..Nowadays, most
webmails even allow 'notifications'.
On 2025-08-14 11:00, Rob McEwen via mailop wrote:
------ Original Message ------
From "L. Mark Stone via mailop" <[email protected] <mailto:[email protected]>>
FWIW, our company focuses on Zimbra software, and in the Zimbra web client, when you select the
"Forward" action, the Zimbra web client actually crafts a brand new email message but
tarts it all up to look like a forward. Such emails then pass SPF no problem, since the envelope
sender's domain is the user doing the "forwarding".
Mark,
This is an excellent feature overall - I wish more systems had something like this built-in - but
as I'm sure you're aware - it can greatly backfire if/when spam slips past the filter and gets
forwarded - but systems with better/superior filtering are going to have far FEWER issues that
those with poor or average spam filtering.... because it sure seems like the recipient email hosts
(especially the large providers) - are going to assign MORE blame for THESE types of spams that get
forwarded in THIS way - than they would if it was a "regular" forwarding. (I don't have a
shred of evidence to back that up - but that's a very very "educated guess")
This doesn't mean that such a feature is bad idea - but that does make it all
the more important that such a feature only get implemented if/when email
hosting system that is doing such forwarding - has very accurate and
high-quality spam filtering. (Unless someone just wants their mail server to
suddenly have massive across-the-board deliverability issues to the large
providers.)
Also, is this a feature that is built into Zimbra? Or something you custom
implemented?
(just curious)
--Rob McEwen
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