From owner-freebsd-questions@FreeBSD.ORG Tue May 25 21:07:58 2004 Return-Path: Delivered-To: freebsd-questions@freebsd.org Received: from mx1.FreeBSD.org (mx1.freebsd.org [216.136.204.125]) by hub.freebsd.org (Postfix) with ESMTP id 239D016A4CE for ; Tue, 25 May 2004 21:07:58 -0700 (PDT) Received: from et.endace.com (et.endace.com [219.88.101.154]) by mx1.FreeBSD.org (Postfix) with ESMTP id 4FD6943D41 for ; Tue, 25 May 2004 21:07:57 -0700 (PDT) (envelope-from richard@endace.com) Received: from muon.et.endace.com (muon.et.endace.com [192.168.64.11]) by et.endace.com (8.12.11/8.12.11) with ESMTP id i4Q47b7D018552 (version=TLSv1/SSLv3 cipher=DHE-RSA-AES256-SHA bits=256 verify=NOT) for ; Wed, 26 May 2004 16:07:37 +1200 (NZST) Received: from localhost (localhost [127.0.0.1]) (authenticated bits=0)i4Q495lr020804 (version=TLSv1/SSLv3 cipher=DHE-RSA-AES256-SHA bits=256 verify=NOT); Wed, 26 May 2004 16:09:05 +1200 Date: Wed, 26 May 2004 16:09:05 +1200 From: Richard Stevenson To: Noah In-Reply-To: <20040526031822.M83563@enabled.com> Message-ID: References: <20040526031822.M83563@enabled.com> Comments: PGP Public Key on keyservers: Key ID FA6D9719 MIME-Version: 1.0 Content-Type: TEXT/PLAIN; charset=US-ASCII; format=flowed X-Scanned-By: milter-gris/0.1.14 (et.endace.com [192.168.64.254]); Wed, 26 May 2004 16:07:37 +1200 X-Virus-Scanned: clamd / ClamAV version devel-20040408, clamav-milter version 0.70g cc: freebsd-questions@freebsd.org Subject: Re: SMTP AUTH X-BeenThere: freebsd-questions@freebsd.org X-Mailman-Version: 2.1.1 Precedence: list List-Id: User questions List-Unsubscribe: , List-Archive: List-Post: List-Help: List-Subscribe: , X-List-Received-Date: Wed, 26 May 2004 04:07:58 -0000 On Tue, 25 May 2004, Noah wrote: > sendmail-8.12.11 > freeBSD-4.9-STABLE > > I must be doing something wrong. SMTP AUTH is not working very well for me. > I have been trying to authenticate with user and password to port 25. > > I prefer to send all auth user and password information with SSL encryption. > would like SSL Version 3 encryption. You've got "This server requires a secure connection (SSL)" enabled for the SMTP server in Outlook? > I am using microsoft outlook on windows XP machine to do the sending. I have > the username and password defined. > > I have configured outgoing mail requiring authentication then clicking both > with Secure Password Authenticaiton and without. That should be "without" for SPA. > this is the error ending up in /var/log/maillog > > --- from the Maillogs --- > > May 21 16:19:33 typhoon sm-mta[64503]: i4LNJXxA064503: > hostname.domain.com [10.10.10.10] did not > issue MAIL/EXPN/VRFY/ETRN during connection to MTA > > --- snip --- If you're requiring SSL, then my guess is that Outlook isn't seeing "STARTTLS" in response to EHLO. You can confirm by getting a session log: http://support.microsoft.com/?kbid=300479 And if you're running one of those !@#$@!$@!% antivirus products that scans outbound e-mail, *disable it*. Those things all prevent SMTP AUTH and/or STARTTLS from working. Cheers Richard -- Richard Stevenson If you can hear your neighbours firing small arms, they are using subsonic ammunition. -- Andrew Dalgliesh, in the Monastery