Question

I divide types of books into three categories, roughly as follows: (I’m trying to divide them clearly, but naturally there will be overlap between the categories)
– Stories: a book that tells a story, whether fictional or true. Often the author conveys a message through the story (George Orwell’s Animal Farm, etc.), and sometimes the story is simply interesting even without a message.
 
Books of analysis / nonfiction that make knowledge accessible: content that gives me some kind of knowledge, whether a biography, a book on economics, a history book, etc.
 
Books of ideas:
Books that do not give me “knowledge” in the simple sense, but rather present the author’s opinions and worldview on some topic.
For example—the Rabbi’s short book on “Secular Judaism.” Other books have titles like The Subtle Art of Not Giving a F*ck or Atomic Habits, etc.
To a large extent, the Rabbi’s second book in the trilogy No Man Rules the Spirit is a book of the second type. It does not give me knowledge I didn’t already have (I’m religious, so the book did not expose me to content I didn’t know), but rather illuminated information I already had in a different light. Unlike, for example, a history book, which tells me new content. I would add that many parts of the books in the quartet are of the third type, especially the discussion of the synthetic a priori. That is, I know the world, and the book presents me with a new way of looking at it.
 
That concludes the introduction, which unfortunately was rather long.
My question is whether you have found any good books of the third type. Unfortunately, your books are the only books of the third type that I find interesting. Every other book seems shallow / states the obvious / is imprecise, etc., and so I end up not learning anything from them. I’m not specifically interested in philosophy, but in any book in which the author wants to convey some message, lesson, or idea—not a book for “acquiring information.”
 
The books of the third type are the ones that interest me most. They do not necessarily reveal new information to me, but rather shed new light on what I already know. Unfortunately, I hardly find books like that—other than your books. Many of the books that try to deal with ideas seem to me shallow, imprecise, or to be saying the obvious.
Does the Rabbi himself know of or recommend books of this kind—ones that provoke thought and present a worldview, even if I do not agree with it? And is there a way to approach such a book—even when I do not identify with the author’s position—so that I can still learn from it? I usually try to formulate the disagreement, why I disagree, and what assumptions follow from that for each side.
In any case, I wanted to thank the Rabbi for his enormous life’s work. I have learned and continue to learn a great deal, and I always follow along. Thank you very much!