Re: "Semantic Scramble", this was/is used quite successfully in a university course I tutored. Students are supplied with Java code featuring a unique comment style (/ * */). So many students blindly copied code out of another student's assignment and submitted it as their own that we could effectively generate a map of the plagiarism without even looking at the code -_-
For images steganography would work easily enough and for "semantic scramble" see "Practical Linguistic Steganography using Lexical Substitution"[1] from EMNLP 2010 =]
Clearly labeling every instance of the information with how sensitive it is also helps (per page or per paragraph).
It's unrealistic to build a separate semi-airgapped network for most business purposes, but email is broken for sensitive information -- some kind of document room/DLP/etc. system is probably a good idea.
Wrt email however, I don't think Paul really minded that it was leaked or just realized it was futile to stop it, perhaps that's why he un-killed it.