The products I know about are created to catch accidental disclosures
(happens all the time with email and nicknames) and stupid badguys. Not
smart badguys.  Some will catch backwards writing, most will catch spaces
between words like

                b a d w o r d 

but not every other letter like

                boatdhweord

If you want to catch accidental disclosures, you're in good shape. Products
available understand MIME, UUENCODE, etc. The more processing the slower
the email gets out, of course. No products I know of read bitmap images for
things that look like to the human eye like letters. I cannot imagine the
compute overhead. The latency on outgoing email will drive people who
really want to steal info and email it over the Internet (who else would be
taking the time to do screen dumps of text to hide it) to just carry it out
under their shirts. There's a product idea... make the Internet connection
so slow that it is easy to sneak information out another way! No, we're
still left with the people who send secrets out by accident.

Fred

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