I just started rereading Science and Sanity and maybe the project will develop into a lesswrong post.

When it comes to Korzybski being difficult to read I think it's because the idea he advocates are complex.

As he writes himself:

For those other readers who insist on translating the new terms with new structural implications into their old habitual language, and choose to retain the old terms with old structural implications and old semanatic relations this work will not appear simple.

It's a bit like learning a foreign language in a foreign language. In some sense that seems necessary. A lot of dumb down elements of General Semantics made it into popular culture but the core seems to be intrinsicly hard.