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.  

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.

receiving POP mail securely is working fine.


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 ---


--- sendmail prompt ---

Trying 127.0.0.1...
Connected to localhost
Escape character is '^]'.
220 <hostname> ESMTP Sendmail 8.12.11/8.12.11; Fri, 21 May 2004 16:07:4
0 -0700 (PDT)

--- snip ---


--- from /etc/mail/<hostname>.mc file ---

dnl password authentication for relaying only
define(`confAUTH_OPTIONS', `A p y')dnl
define(`confAUTH_MECHANISMS', `LOGIN PLAIN')dnl
TRUST_AUTH_MECH(`LOGIN PLAIN')dnl

define(`confCACERT_PATH',`/usr/local/openssl/certs')dnl
define(`confCACERT',`/usr/local/openssl/certs/ca-bundle.crt')dnl
define(`confSERVER_CERT',`/usr/local/openssl/certs/sendmail.pem')dnl
define(`confSERVER_KEY',`/usr/local/openssl/certs/sendmail.pem')dnl
define(`confCLIENT_CERT', `/usr/local/openssl/certs/sendmail.pem')dnl
define(`confCLIENT_KEY', `/usr/local/openssl/certs/sendmail.pem')dnl

--- snip ----


Any clues on this?


- Noah

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