I have a server running sendmail 8.12.1 with starttls compiled into
it. When trying to use outlook express and starttls I get an error
"500 Unsupported Command." (Which does not show up in the syslog
regardless of the log level)
Now if I telnet to the port and issue an ehlo I end up with this
comming out of it on both a windows client and a linux client.
[snip]teredminds.com [127.0.0.1], pleased to meet you
250-AUTH LOGIN PLAIN
Now if I enter the starttls command on linux I get...
220 2.0.0 Ready to start TLS
Which is ok..
But if I enter the same command on the windows machine I get...
500 Unsupported command.
Any ideas? "500 Unsupported command." doesn't even appear to be in the
source code for sendmail so I have no idea where it is comming from.
But even more strange is that if you put a space before sending the
starttls command from the windows client it works! Now I am lost.