MailEnable - Configuring TLS for secure SMTP (Gmail)

Posted by Buckers on Server Fault See other posts from Server Fault or by Buckers
Published on 2010-11-18T10:02:33Z Indexed on 2011/01/03 21:55 UTC
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security

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smtp

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gmail

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tls

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mailenable

I have the latest version of MailEnable Pro installed on a new server that I'm setting up. Sending & receiving works fine with a new email account that I have set up, however I am now trying to configure GMail to use the mailserver for outgoing SMTP.

I've done the following so far:

Creating a self-cert SSL certficiate
Ticked "Enable TLS" on the General tab of the SMTP connector properties
Ticked "Send using TLS if remote server supports it" on the Outbound tab of the SMTP connector properties
Selected the new self-cert SSL certificate on the SSL tab of the localhost server properties.
Given permissions to IME_System on the new certificate

However, Gmail is still giving me the following error:

Authentication failed. Please check your username/password. [Server response: 454 TLS not available due to temporary reason code(454) ]

I'm trying to connect on port 25, (someone told me you can still do this and you dont have to connect on 465). Is this right? Or do I need to tell MailEnable to use port 465?

Am I missing something?

Thanks,

Chris.

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