Sorry, didn't see your reply earlier. Don't have much time to explain, but for context, you probably want to read "a first lesson in meta-rationality" [0]. It doesn't talk much about categorization directly, but it broadly discusses the limits of rationalism, and starts to explore the "solutions" / alternative perspectives (that the author decided to label as "meta-rationalism"). The categorization problem is one of the points where you can see the "limits" of rationalism. It's never discussed to much or too explicitly in these terms, though. I advice you to read the whole thing attentively, and when you are done, go back to review the section on nebulosity, and specially this quote:
>> One has to be able to “bend” concepts, when it is appropriate. Nothing should be absolutely rigid. On the other hand, things shouldn’t be so wishy-washy that nothing has any meaning at all, either. The trick is knowing when and how to slip one concept into another.
And reflect again at this point about what you have read:
>> The point of these examples is that what counts as an “object” depends on the context.
...while thinking explicitly about the categorization problem. In computer science and AI, in particular, this problem might appear even more clearly, specially in symbolic AI. If you try to create a symbolic AI system, or if you are an experienced programmer and have a solid grasp of the limitations of abstraction, it all floats around this main issue of nebulosity / categorization / methodology in rationalism. You might also be reminded of the aphorism "all models are wrong".
Hope this gives you a starting point to keep exploring more deeply if you want to.
