[courier-users] ESMTP over SSL (again)

[Bryan Ross]

Hi,   Posted this question a while ago, but didn’t get anything back. I know its lame to keep reposting, but hoping that at least one person has got this working. If im being stupid, just say so, and I’ll go away and do (yet more) reading…   Anyway, I’ve got pop3/imap running over SSL, using my thawte certificate, and everything works alright. My problem is with esmtp over ssl. I installed the relevant emstpd.cnf and esmtpd.pem file, using the same settings as I did for the outgoing protocols above. But, I cant seem to get Outlook to play nice with it.   From what I can understand, smtp over ssl is ‘normally’ done over port 465, but here we’re using the STARTTLS extension, so the clients just connects to port 25. If I telnet into port 25, I get the following advertised;   250-AUTH LOGIN 250-AUTH=LOGIN X-NETSCAPE-HAS-BUGS 250-STARTTLS 250-XVERP=Courier 250-XEXDATA 250-XSECURITY=NONE,STARTTLS 250-PIPELINING 250-8BITMIME 250-SIZE 250 DSN   Outlook barfs, telling me that my server reported an internal error, but I cant find anything in the server logs. All I see is the start of a smtp connection. I assume the problem is that Outlook isn’t starting the session properly, and therefore isn’t doing SSL, and hence, isn’t authenticating… but does anyone have any clues as to why? Or even if there’s some tests I can run to get a little bit more debug info.   Oh, and just to confirm, I don’t need a emtpd-ssl config file do I ?   Thanks,   Bryan.