>
> I wish I could, problem is, if the mail recipient is within the company,
> no legal boilerplate is added making the joke fall flat.
>

What if you could send all your mail to another address on a server you
control, or can at least run programs on?

Could you configure all your outgoing mail to include the actual recipient
list in brackets in the subject line, rather than in the "To:" field?

So, your outgoing SMTP message, instead of looking like:
"From: jeanmic...@sequans.com
To: Foo Barbaz <f.bar...@foobarbaz.com>, python-list@python.org
Subject: Please don't make blahblahblah
I wish I could, but I can't, ergo I won't

TOP SECRET EMAIL MESSAGE WITH DIRE CONSEQUENCES FOR WANDERING EYES"

might look more like:
"From: jeanmic...@sequans.com
To: otheremailaddress@serveryoucontrol_or_canatleastrunprogramson.com
Subject: [Foo Barbaz <f.bar...@foobarbaz.com>, python-list@python.org]
Please don't make blahblahblah
I wish I could, but I can't, ergo I won't

TOP SECRET EMAIL MESSAGE WITH DIRE CONSEQUENCES FOR WANDERING EYES"?

Then could you use pass the message through a script that uses
email.message_from_string()
<https://docs.python.org/3/library/email.parser.html#email.message_from_string>
to create an <email.message> object, remove the delivery cruft by calling
<email.message>.__delitem__('Received') on it, recreate the actual "To:"
field with some to_list = [email.utils.parseaddr
<https://docs.python.org/3/library/email.util.html>(x) for x in
string_in_brackets_in_subject] hackery, do a quick

strained_string = re.sub <https://docs.python.org/3/library/re.html>('TOP
SECRET EMAIL MESSAGE WITH DIRE CONSEQUENCES FOR WANDERING EYES', '',
<modifed.email.message>.as_string())?

Could you then send that off?




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