>> On 6 January 2011 14:25, Ansgar Wiechers <li...@planetcobalt.net> wrote:
>>> On 2011-01-06 IT geek 31 wrote:
>>>> My accountant and I both have digital certificates and most of the
>>>> time encrypt our mails.  But he often forgets, meaning sensitive
>>>> information is sent in plaintext.
>>>>
>>>> Is there any way to instruct Postfix to reject his mail unless it is
>>>> encrypted?
>
> As soon as the unencrypted e-mail is sent by the accountant, your
> sensitive information might already be sniffed, somewhere between the
> MUA/MTA of your account and the MTA you control. You could use a setup
> like this to teach your accountant better manners, but your information
> is out on streets none the less.
>
> Seems like you are solving the wrong problem here.
>
> --
> Regards,
>        Tom
>
>

I think you've nailed it there Tom - I'm trying to teach better
etiquette.  Ideally I'd like a plugin for his mail client (Outlook)
that automatically detects the recipient (me) and encrypts the mail,
but I have been unavailable to find one.

Either way, this would be a handy thing to have.

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