Secure SMTP

Hi, is anyone out there using Kerio Mailserver 6? I’m doing an eval and thought it would be good to use secure services. I can connect to secure IMAP via Outlook 2k3 and get everything (calendars, contacts) fine but I can’t send anything via secure SMTP. I have the right port configured but it seems to want a certificate or something. Only poxy Outlook wont import a .crt file. Anyone succeeded?