From owner-freebsd-questions@FreeBSD.ORG Thu May 27 05:39:55 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 2573616A4CE for ; Thu, 27 May 2004 05:39:55 -0700 (PDT) Received: from spock.dilkie.com (spock.dilkie.com [206.51.1.40]) by mx1.FreeBSD.org (Postfix) with ESMTP id DC56E43D39 for ; Thu, 27 May 2004 05:39:52 -0700 (PDT) (envelope-from lee@dilkie.com) Received: from borg (borg.dilkie.com [206.51.1.193]) (authenticated bits=0) by spock.dilkie.com (8.12.11/8.12.11) with ESMTP id i4RCcT5b090523 (version=TLSv1/SSLv3 cipher=RC4-MD5 bits=128 verify=NO); Thu, 27 May 2004 08:38:30 -0400 (EDT) (envelope-from lee@dilkie.com) From: "Lee Dilkie" To: "'Richard Stevenson'" Date: Thu, 27 May 2004 08:38:27 -0400 Message-ID: <133001c443e7$833dac60$c10133ce@dilkie.com> MIME-Version: 1.0 Content-Type: text/plain; charset="us-ascii" Content-Transfer-Encoding: quoted-printable X-Priority: 3 (Normal) X-MSMail-Priority: Normal X-Mailer: Microsoft Outlook CWS, Build 9.0.6604 (9.0.2911.0) In-Reply-To: X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2800.1409 Importance: Normal X-Scanned-By: MIMEDefang 2.43 cc: 'Noah' 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: Thu, 27 May 2004 12:39:55 -0000 >-----Original Message----- >From: owner-freebsd-questions@freebsd.org >[mailto:owner-freebsd-questions@freebsd.org]On Behalf Of Richard >Stevenson >Outlook 2002 (from Office XP) will try STARTTLS if=20 >SMTP-over-SSL doesn't=20 >work for any port other than 25, apparently, but as I said,=20 >it's still a=20 >bit hairy. I've got clients in .us, .uk, and .nz doing this with my=20 >server in .nz. FWIW, I believe Microsoft are still working on=20 >this - I'm=20 >told they might default to trying STARTTLS first for port 587. These=20 >things take time; the MSA standard is only about five years old, after=20 >all... Wow, that responsive? The only hitch is that office 2K is my last = version of office (as win2K is my last version of a MS OS that'll I'll = buy). It was a challange to cover all the bases, between outlook [express] and = others (Kmail, Evolution...) I have running: 25 - smtp (with or w/o auth), w/STARTTLS 587 - MSA (auth SMTP), w/ STARTTLS 465 - smtps (with or w/o auth), SSL 110 - pop3, w/STARTTLS *996 (not 995!) - pop3s, SSL 143 - imap (don't think that supports STARTTLS) 993 - imaps, SSL I'm using qpopper for pop3 and imap-uw for imap and sendmail for the = rest. I installed cyrus-sasl to provide decent password protection on = the non-ssl'ed connections. *996 instead of 995... this was a wierd one. Outlook normally defaults = to port 995 if one selects "use SSL" but when I configured qpopper to = use SSL on 995 the negotation would fail. If i changed ports, it = succeeded. I think I know what happened and that I could probably get it = to work on 995 but I haven't had the time to work on it. I config Outlook to use SSL on ports 465 and either 996(pop3) or = 993(imap). Kmail and such use 587(MSA) and 110/993 as they support = STARTTLS. =20 If anyone is interested in the relevant bits of inetd/sendmail/qpopper = config files, just shout. -lee