> On Aug 14, 2025, at 12:56 PM, Rob McEwen via mailop <mailop@mailop.org> wrote:
> 
> 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,

For someone who's been hosting vanity websites for 20+ years, this was my read 
on what was meant by "forwarding" as well.  My webmail is called "Squirrelmail" 
and it works and it's basic, but it's not the Shiny RFC-noncompliant whizbang 
thing that is Gmail.  It's not "sexy".

I've had the google pop3 thing randomly fail on me, and print just half an 
error (https://www.gushi.org/gmailerror.webp).  That's what I call a polished 
product, right there.

I've filled out all the webmaster things, which never show any volume, but if I 
mail a new person at gmail, it's shunted straight to the "spam" folder because 
"lots of mail from prime.gushi.org" is spam.  (Okay, so...show me it so I can 
fix the problem?)

Advice I got *on this list* was that if I'm doing spam filtering for my users 
(and forwarding to Gmail), that I should not add subject tags or anything else, 
because that breaks DKIM.  It also breaks the ability of my users to the 
default behavior of spamassassin for the last 15+ years.  (Users look at mail 
headers and think they're being hacked....they don't get it.)

Microsoft for a while allowed you to pop an external account, but turned it off 
for "reasons".  The best reason I can think of, is that they didn't want to be 
responsible for holding a third party credential (i.e. Bob's work email 
password, which might also be his AD login), which is not unreasonable.  But 
this is just a guess.

I kind of wish that gmail had an interface that said somewhere "My server is a 
known forwarder, it will generate a large volume of "forged" mail for a small 
number of addresses, but I agree to arc-seal it all, please let it pass".   (As 
of now, gmail does recommend that you arc-seal forwarded mail, maybe that means 
something?)

-Dan
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