On Fri, May 31, 2024 at 12:33:34AM +0000, Mailman29 via Postfix-users wrote:

> Yeah, so even changing the domain name on the server (Ubuntu) itself
> doesn't fix the issue. It must be ip based. Since the proxy and
> Postfix share an IP address, Postfix will always think it's looping
> back to itself. Is that correct? 

The Postfix SMTP client checks for its own IP address, and its own
hostname in the EHLO response only when relaying to port 25, on other
ports the loop checks are suppressed.

If you must forward via port 25, you need to ensure that the remote IP
is not listed in "inet_interfaces" and the hostname in the remote EHLO
response is not the same as $myhostname.

-- 
    Viktor.
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