From owner-freebsd-questions@freebsd.org Mon Mar 6 17:35:04 2017 Return-Path: Delivered-To: freebsd-questions@mailman.ysv.freebsd.org Received: from mx1.freebsd.org (mx1.freebsd.org [IPv6:2001:1900:2254:206a::19:1]) by mailman.ysv.freebsd.org (Postfix) with ESMTP id 8ADCCCFA2C8 for ; Mon, 6 Mar 2017 17:35:04 +0000 (UTC) (envelope-from quartz@sneakertech.com) Received: from douhisi.pair.com (douhisi.pair.com [209.68.5.179]) (using TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits)) (Client did not present a certificate) by mx1.freebsd.org (Postfix) with ESMTPS id 6DD531D81 for ; Mon, 6 Mar 2017 17:35:04 +0000 (UTC) (envelope-from quartz@sneakertech.com) Received: from sneakertech.com (pool-72-74-34-8.bstnma.fios.verizon.net [72.74.34.8]) (using TLSv1 with cipher ECDHE-RSA-AES256-SHA (256/256 bits)) (No client certificate requested) by douhisi.pair.com (Postfix) with ESMTPSA id E832E3F51A for ; Mon, 6 Mar 2017 12:35:02 -0500 (EST) Message-ID: <58BD9DC2.9020802@sneakertech.com> Date: Mon, 06 Mar 2017 12:34:58 -0500 From: Quartz MIME-Version: 1.0 To: freebsd-questions@freebsd.org Subject: Re: Off topic: smtp HELO question References: <58BD94BD.9020405@sneakertech.com> <1350d47b-5723-5171-3cd9-27e9b02aeb8b@FreeBSD.org> In-Reply-To: <1350d47b-5723-5171-3cd9-27e9b02aeb8b@FreeBSD.org> Content-Type: text/plain; charset=windows-1252; format=flowed Content-Transfer-Encoding: 7bit X-BeenThere: freebsd-questions@freebsd.org X-Mailman-Version: 2.1.23 Precedence: list List-Id: User questions List-Unsubscribe: , List-Archive: List-Post: List-Help: List-Subscribe: , X-List-Received-Date: Mon, 06 Mar 2017 17:35:04 -0000 > 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.