Hi folks,

I'm trying to use a SmartHost with my Exchange 2010 Server.

SmartHost details:

Secure SMTPS: securemail.internode.on.net 465 <-- Note: that's port 465

Configure your existing SMTP settings (in your email program) to:

• use authentication (enter your Internode username and password, enter your username as [email protected]).
• enable SSL for sending email (SMTPS).

So I've added the smart host details to my Org Config -> Hub Transport. I then used PowerShell to add the port:-

Set-SendConnector "securemail.internode.on.net" -port 465

I've then added my username/password (as suggested above) to the SmartHost as Basic Authentication (with no TLS).

Then I try sending an email and I get the following error message :-

451 4.4.0 Primary target IP address responded with: "421 4.4.2 Connection dropped due to ConnectionReset."

So i'm not sure how to continue. I also tried ticking the TLS box but stll I get the same error.

If i don't use SMTPS (secure SMTP, on port 465) and use basic SMTP on port 25 with no Authentication, email gets sent.

Any ideas?

EDIT:

Btw, I can telnet to that server on port 465 from my mail server .. just to make sure i'm not getting firewall'd, etc.