Sorry for the confusion.

I am talking about connecting from an untrusted IP. We do have
authentication enabled on our SMTP server to disable relaying for unknown
users but as far as I can tell there's nothing in the headers that seems to
show this.

ie: pc -> smtp1 -> inbox (just shows the PCs IP (dynamic) and receiving
server info)
ie: pc -> smtp2 -> smtp1 -> inbox (shows info from my sending smtp2 server
which I can use for whitelisting for a domain name that is external to
smtp1).

I'll take a look at the headers again and see if there's any sort of rule I
can match against the header of the internal email.
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