From: Bill Cole (postfixlists-070913billmail.scconsult.com)
Date: Thu Nov 01 2007 - 02:04:14 CDT

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At 10:50 PM -0700 10/31/07, travel kid wrote:
>hello folks,
>
>i found some users having troubles since their isp's
>were blocking outbound 25. so i am attempting to get
>smtp+ssl on port 465 working.

Pure SSL+SMTP on port 465 had credibility as a standard for less than
a year about a decade ago. You should try to avoid it. Unless you
have a bunch of users with old Microsoft clients, you do not need to
participate in the misuse of port 465.

>i would appreciate some
>help on the command not found error below. would
>appreciate it.
>
>thank you
>
>
>/etc/postfix/master.cf
>smtps inet n - - - - smtpd

You appear to be missing the operative part that actually makes it do SSL:

smtps inet n - n - - smtpd
   -o smtpd_tls_wrappermode=yes -o smtpd_sasl_auth_enable=yes

You should really encourage your users to use port 587 instead, and
set up a proper submission service:

submission inet n - n - - smtpd
   -o smtpd_enforce_tls=yes -o smtpd_sasl_auth_enable=yes

That mandates the use of the STARTTLS command on the submission port,
which provides a little more clarity when logging all traffic.

[big snip of irrelevant log lines...]

>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]: >
>dhcp-ip.isp.net[w.x.y.z]: 220 mail.foobar.com ESMTP

That's your smtpd sending the initial banner.

>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]: <
>dhcp-ip.isp.net[w.x.y.z]: ?=??

That's the client sending garbage ('?=??') that it probably thought
was a reasonable start at SSL negotiation. However, you are not
talking SSL.

>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]:
>match_string: ?=?? ~? CONNECT
>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]:
>match_string: ?=?? ~? GET
>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]:
>match_string: ?=?? ~? POST
>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]:
>match_list_match: ?=??: no match

That's Postfix checking the garbage against common broken spamware
behavior of sending HTTP commands on a SMTP session. The garbage does
not match.

>Nov 1 01:25:00 li10-54 postfix/smtpd[2086]: >
>dhcp-ip.isp.net[w.x.y.z]: 502 5.5.2 Error: command not
>recognized

Even though the garbage does not match the known list of poison
strings, it still isn't a valid SMTP command.

--
Bill Cole
billscconsult.com

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