I've got a 2003 SBS box. Exchange is on it, and it runs fine - though I have a consultant who needs/wants to access her mail via POP3 and send via SMTP. I've got a standard/turbo SSL certificate from godaddy, which works fine for everything I need it to.
Setting up POP3 to require SSL is easy.
But now, I want to configure the mail server to accept mail from mail clients (Outlook, Outlook Express, Eudora, etc) over port 587 and require a secure channel.
I understand that I start by creating a new SMTP virtual server in ESM. Easy. For the IP address of this virtual server, I set it as "all unassigned." After creating it, I got into the new virtual server's properties and change the TCP port to 587. Then I go to the Access tab and choose certificate and select my godaddy SSL certificate.
And I can click communication on the access tab and choose "require secure channel."
When trying to send an email from outside the LAN to that server over port 587 with SSL, I get this error:
The connection to the server has failed. Account: 'mail.domainname.org', Server: 'mail.domainname.org', Protocol: SMTP, Port: 587, Secure(SSL): Yes, Socket Error: 10060, Error Number: 0x800CCC0E