How do I make one courier mail server send all of its mail through another courier mail server, yet send it through an authenticated SSL channel?
 
I tried this and it didn't seem to work, but wasn't getting any connection attempts in either servers' logs.  All I would get is a message from the 'dumb' server saying that it is deferring the messages.
 
I have a 'smart' courier server that can send all the mail in the world to anywhere in the world.
I have a 'dumb' courier server that can only send mail via smarthosts since my stupid ISP blocks outgoing port 25 connections, however I can receive port 25 connections with this server (which I do).
 
I can connect to port 465 with outlook express, and authenticate with my email address as username and my password.  The smart server allows me to send mail through it this way from outlook express.  I have 'authentication required' on the TLS (port 465, esmtpd-ssl) server.
 
When I configured my dumb server to send all mail via the smart server's TLS connection, It wouldn't work.  All I can say about it is what is mentioned above.  This is my relevant configuration:
 
esmtpauthclient:
    relay [EMAIL PROTECTED] password
 
esmtproutes:
    :: mail.smarthost.net,465/SECURITY=STARTTLS
    :: mail.isp.com,25
 
As you can see, the first host listed in esmtproutes is the smarthost I am trying to send email through, the second entry is the ISP's smarthost.  Since my ISP's mailserver won't allow me to send emails to domains hosted on the 'smarthost.net' server, while they have my dumb server listed as backup MX.  You can see my predicament.
 
Is there something else I need to do in order to utilize the SSL smtp path?
 
- Kirk
 
P.S. I hide the hostnames from this email since these lists are searched regularly by viral and spamming webcrawlers.
 

 
 
 

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