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Apologies ahead of time if I'm being overly intrusive here, but I find this essay and these comments to be very fascinating, and I'd like to know more about what this is all about.
nmann, I think I see now what you mean by Shannon's measure of information does not explicitly account for meaning. In Shannon's measure, meaning is only implied -- each distinct symbol (message, datum, whatever we wish to label them as) implicitly has its own meaning, otherwise if each symbol had the same meaning there would be no information. Of course, this does not account for the meaning itself, kind of like saying that there's a implicitly a different meaning for 'red' and 'green' even though we don't go further to specify anything about photon wavelength (or whatever the deeper basis of photon wavelength may be).
So, am I right then that this search is about not only the information present in the whole symbol itself, but more so about counting up all of the information required to fully decode the symbol -- like, how the word 'the' all by itself as a single datum contains no information, but the dictionary definition of the word 'the' contains many distinct words and thus a non-zero measure of information? Of course, dictionary definitions are likely to be self-referential at the second level -- the definition of 'the' might contain the word 'it', and the definition of 'it' might contain the word 'the', thus creating an infinite loop. So, is this search then about finding not only a full-blown "definition" of reality, but one that contains no such infinite loops?