Notably, both Google and Microsoft do not give the end-user originating
IP of email from the web interface and this cannot be retrieved without
a subpoena. (Claims to the contrary may be backed up with hard evidence
or will be disregarded by intelligent people on this list.)
Example of origin from Google using the web interface:
Received: by 10.204.4.205 with HTTP; Sun, 16 Jun 2013 17:52:30 -0700 (PDT)
Just that. Google's internal server. After that, it will prepend MIME
info, an X-received, and a DKIM signature before handing it off to the
Google SMTP server. Further tracks will show arriving from Google's servers.
Example of masked origin from Microsoft's system:
Received: from BAY174-W22 ([65.54.190.60]) by bay0-omc1-s26.bay0.hotmail.com
with Microsoft SMTPSVC(6.0.3790.4675);
The general edge it came from can be determined to a degree, but not the
end user origination information and the edge can be manipulated.
So no, origin IP cannot be determined in those cases. Even if it could
it is trivial to use TOR or other similar systems to mask that.
However, it's trivial to simply read the messages provided by anybody
involved and see the differences in tone and content and make educated
decisions based on that. It's not at all hard to trash anything coming
from addresses that show poor judgement in selection of verbiage.
The list becomes a lot more manageable and pleasant in cases where any
message that is either from or responding to known-problems is dropped
in the bit bucket.
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