On Wed, Nov 12, 2025 at 09:06:49AM -0500, Bill Cole via Postfix-users wrote:
> > This is my first time trying to use postfix, so I'm not very familiar
> > with the configuration. In fact, the config I'll describe was mostly
> > crafted with the help of ChatGPT-5.
>
> That is a fatal error. As you have found, ChatGPT is a useless tool for
> system administration, because it is just a guessing machine.
Well, more precisely when you are able to evaluate the response and make
corrections as needed, and the job of LLM is to help get you in the right
frame of mind and suggest a bunch of plausibly relevant detail for you to
consider. Only in the simplest cases will the advice be completely
correct, and one needs to be able to know when that's not the case.
FWIW, Gemini also botched the answer, suggesting sender dependent
relayhost settings, rather than a sender dependent transport. But at
least did not try to suggest a transport map with the relayhost as a
lookup key. Basically more correct, but with no attempt to handle
selective wrapper mode.
There was again no suggestion to enable validation of the upstream MSA's
TLS certificate.
My prompt was:
A postfix MSA needs to send each user's outbound mail via that
user's ISP's MSA, based on the sender email address. Some of the ISP
MSAs use port 587 (STARTTLS) while others use port 465 (implicit
TLS). All support SASL PLAIN for authentication. Please outline a
suitable configuration.
--
Viktor. 🇺🇦 Слава Україні!
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