Date: Fri, 18 Aug 2006 01:25:10 -0700 From: Darren Pilgrim <darren.pilgrim@bitfreak.org> To: Adrian Gonzalez <adrianbsd@globalpc.net> Cc: freebsd-isp@freebsd.org Subject: Re: Postfix + AUTH/TLS + Outlook/OE problem Message-ID: <44E57966.6050100@bitfreak.org> In-Reply-To: <44E4D6F2.60305@globalpc.net> References: <44E4D6F2.60305@globalpc.net>
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Adrian Gonzalez wrote: > Hello > > I'm seeing some very strange behavior with Outlook 2003 and Outlook > Express trying to send mail using TLS/SMTP Auth with Postfix 2.3 and > FreeBSD 6.1-STABLE > > It seems like Outlook/OE don't like the SSL handshake for some > reason. They connect to the server, issue STARTTLS, and disconnect > during the handshake, giving an "Error Number: 0x800CCC0B". I've > tried both STARTTLS and using 'wrapper mode' on port 465 with the > same results. Which version of Outlook Express were you using? Outlook Express 6 doesn't support STARTTLS, only wrapper-mode. OE6 also also has a broken SASL implementation (set broken_sasl_auth_clients=yes). Yay for Microsoft! Have you modified your cipher settings in postfix? FYR, Outlook XP/2003 and Outlook Express 6 prefer 128-bit RC4-MD5 and do not support AES, whereas Thunderbird supports and prefers AES256-SHA. On my own mail server, I can send email using all four clients through STARTTLS+SASL (Outlook and Thunderbird) or SMTPS+SASL (OE). The server is FreeBSD RELENG_6_1 with the stock OpenSSL and postfix 2.3.1 with default tls_*_cipherlist settings. Be happy to compare configs off-list, postconf -n and the like. P.S. You may want to retry this question on postfix-users. You'll have better luck if you're willing to wade through the usual "ditch MS" rude commentary. P.P.S. Please configure your mail client to wrap lines. -- Darren Pilgrim
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