The CEO and CFO might be surprised to learn that writing something on an email is pretty much like writing it on the back of a postcard and mailing it. You will not absolutely prevent electronic mail sent through the SMTP protocol (over 20 years old) from being read by persons other than the recipient. We have run PGP keyservers for over a decade and never knew a system admin who could not read the mail even in a high security environment. If there is an issue with internal administrators, maybe the concerned CEO and CFO individuals should have email accounts elsewhere so that only "trusted" administrators at another company or institution can read their mail :o(

Here is a personal user's tool many people use for handling the occasional mail security issue. http://www.canadaemails.com/encrypt.shtml Here is another personal user's tool: http://www.thawte.com/secure-email/personal-email-certificates/
Her is a system admin's tool: http://gnupg.org/

In all of the above cases its more of a security-blanket "therapy" than a real security solution. The NSA, CIA, FBI and God all occasionally get their email read by somebody other than the intended recipient.
best of luck.
Mike

Sim Zacks wrote:
I've read a lot about password encryption with dbmail, but does (or can) dbmail support encrpytion of the actual messages? Our CEO and CFO are both very concerned with the idea of switching to IMAP because it would make it simple for the system administrators to read their email. They aren't as concerned with sniffers and stuff like that because that would require constant vigil. They are concerned that someone can open the mysql database (or go into the dbmailadministrator web front end) and query the database.

I was thinking that mail clients generally support SSL, which leads me to believe that if the user's public key is stored on the server then the dbmail should be able to encrypt all messages going into his box before they are stored and then the client will be able to open it with their private key.

Is something like this in place already?

Thank you
Sim
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