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Date:      Mon, 06 Mar 2017 12:34:58 -0500
From:      Quartz <quartz@sneakertech.com>
To:        freebsd-questions@freebsd.org
Subject:   Re: Off topic: smtp HELO question
Message-ID:  <58BD9DC2.9020802@sneakertech.com>
In-Reply-To: <1350d47b-5723-5171-3cd9-27e9b02aeb8b@FreeBSD.org>
References:  <58BD94BD.9020405@sneakertech.com> <1350d47b-5723-5171-3cd9-27e9b02aeb8b@FreeBSD.org>

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> So if your NAT transforms internal addresses to W.X.Y.Z and a reverse
> lookup 'host W.X.Y.Z' returns 'foo.example.com' then you should
> configure your mail client to EHLO as 'foo.example.com'

OK thanks, that's kinda what I was expecting. Unfortunately for me, my 
external address floats around depending on what my ISP gives me, so I 
can't configure a static name in my client to match that. For now I'm 
trying to see what happens if I set it to the name of my domain I own, 
but the servers that host that aren't the ones I send mail through.


>For mail submission you generally
> identify yourself by logging into the server after switching your
> connection to TLS,

I do use TLS, but what I'm trying to debug is not so much that the email 
service *I* use checks, but that the final receiving server scans 
through the headers and flags anything with a NAT address. I'm having 
intermittent problems with some of my mail being flagged as spam when I 
mail anyone at a local university and I'm not sure what's going on yet.







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