I was wondering if anyone had a solution to my problem. I am running sendmail with several virtual domains and (smartly have turned off relaying). I am able to download the email received into Outlook clients on remote machines with pop3 but would prefer to download encrypted with pop3s.

When I change the account properties in Outlook to use pop3s I get the following error message from Outlook when I check for new messages:

Unable to logon to the server using Secure Password Authentication. Account 'xyz', Server: 'xx.xxx.xx.xxx', Protocol: POP3, Server Response ".', Port 995, Secure(SSL): Yes, Error Number: 0x800CCC18

The Outlook account properties settings I'm using are:

On the servers tab: Log on using Secure Password Authentication is checked
On the advanced tab: Incoming mail (POP3) is set to 995 and This server requires a secure connection (SSL) is checked.

On the linux box I have an SSL certificate in place at /usr/share/ssl/certs/ipop3d.pem. chkconfig --list states the pop3s service is on. I am able to telnet -l user xxx.xxx.xx.xxx 995 and I am able to establish a connection.

I suspect the problem may lie in differences in the pop3s protocol implementations in the linux daemon and Outlook. Any thoughts or suggestions much appreciated.

Michael

Actually, I would be surprized if the Server Certificates necessary for SSL/Pop3 are set up correctly - if at all. You need signed server certificates or Outlook will not be able to initialize an SSL connection (this is after the limited connect that telnet provides).