I haven't used outlook 2000 in a long time, but I have a nasty suspicion
that it doesn't support SSL/TLS on port 587. Instead Outlook 2000 will want
to do setup a secure connection on 25 or go old school with port 465
(SSMTP).

Just so you know, Outlook 2003 didn't get its act together for SSL/TLS until
Office 2003 SP2.


"Edward Ray" wrote in message
...

"neo [mvp outlook]" wrote in message
...
What port is he trying to connect on?

TCP port 587


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Edward Ray
CCIE Security, CISSP, GCIA Gold, GCIH Gold, MCSE+Security, PE