Outlook and TLS/SSL outgoing server...

[Eric Crist]

Hey all,

I got my TLS/SSL aware mail server running on Sunday night or Monday.
Kmail is configured and working for TLS on both sides, but Outlook is
failing on the outgoing server.  I've set my loglevel in sendmail to 20
and I get the following when trying to send an email with SSL enabled in
outlook:

Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: --- 220
grog.secure-computing.net ESMTP Sendmail 8.12.11/8.12.11; Wed, 14 Jul
2004 15:27:11 -0500 (CDT)
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: <-- \026\003\001
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: --- 500 5.5.1 Command
unrecognized: "\026\003\001"
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: <--
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: --- 500 5.5.1 Command
unrecognized: ""
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: Milter (clmilter):
quit filter
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: --- 421 4.4.1
grog.secure-computing.net Lost input channel from
nat-server.secure-computing.net [63.228.14.245]
Jul 14 15:27:11 grog sm-mta[4686]: i6EKRBHA004686: lost input channel
from nat-server.secure-computing.net [63.228.14.245] to MTA after
startup

Anyone have any ideas?  If I telnet to port 25 of my mail server, it
does show STARTTLS, which indicates the SSL/TLS portion is working.

TIA for your help.

Found on Conan O'Brian:
Children's books written by celebrities;
   By Mel Gibson: Jesus Christ and the Terrible, Horrible, No Good, Very
Bad Day.

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Keep your powder dry and your pecker hard and the world WILL turn.

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Eric F Crist