Greetings - new guy here.

I've been toying with the e-mail accounts on my domain for the past few days now. First I've enabled forwarding to gmail/yahoo, and then set up my own gmail account to send as admin - it all works fine. Then I did the same for some other accounts, but I understand from their users that their messages keep getting flagged spam by their recipients (yahoo and some others, I don't have clear details at the moment). Is it possible to have just some accounts flagged as spam? I.e. 'admin' working fine, but 'info' dropping dead into the spam pit?

And my real problem. Tonight I've set up Outlook 2003 to use my admin adress. It didn't work with the default port, luckily I found this and corrected the outgoing port - now the Test works out fine.

Strangely though, when I'm actually composing and sending a regular e-mail through Outlook it won't send. This is what it tells me: "Task 'admin@domain.com - Sending' reported error (0x800CCC7D) : 'Your outgoing (SMTP) server does not support SSL-secured connections. If SSL-secured connections have worked in the past, contact your server administrator or Internet service provider (ISP).'".

So.... Help?! Please?! 

P.S. I've also sent an e-mail to support. I've created this thread on the offchance someone will quickly tell me what's wrong and I'll be done with it faster.