RE: SSL for SMTP tests ?

In article <e96eu8$ni$1@xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx>, DAVISM@xxxxxxxxxxxxxxxxxxx (Michael T. Davis) writes:

In article <44B691FC.25BEF412@xxxxxxxxxxxx>, JF Mezei
<jfmezei.spamnot@xxxxxxxxxxxx> writes:

A friend is having problems setting his windows/PDA to communicate with
an SMTP server.

Since his ISP blocks outbound port 25, he needs to use SSL to
communicate with the remote SMTP server (where, once in, he
authenticates with username/password).

He has no tools to debug this.

Is it possible to do the moral equivalent on VMS:

TELNET/SSL/PORT=25 smtp.chocolate.com ??

I have openssl installed on my machine. I'd like to be able to connect
to his smtp server via SSL to ensure that the SSL service actually works
and can bridge to the SMTP service on that server. Once I get the SMTP
welcome message, type in a few SMTP commands and exit. (logging all of this).

Any ideas ?

The de facto standard port for carrying SMTP via SSL is 465, not 25.
If the ISP blocks outgoing SMTP over port 25, no level of encryption is going
to allow your friend to connect to that port. If you try using SSL during
a connection to port 25, it almost certainly won't work, since port 25 is only
for unencrypted SMTP or negotiated SSL (i.e. TLS).

If the ISP is blocking port 25 then I'd hope that they would also be blocking
port 465.
On the otherhand I'd hope they were allowing through the message submission
port - port 587. Since that should be setup to require user authentication
before allowing any mail through.

David Webb
Security team leader
CCSS
Middlesex University


Regards,
Mike
--
| Systems Specialist: CBE,MSE
Michael T. Davis (Mike) | Departmental Networking/Computing
http://www.ecr6.ohio-state.edu/~davism/ | The Ohio State University
| 197 Watts, (614) 292-6928
.

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