He's obviously very intelligent and very informed on a lot of topics at a pretty rare level.

If I were to guess, I would say his knowledge is partially from either being born into a cabal-adjacent (at least) family or from years of studying their operations and motivations, because he does truly understand them in a way many people do not. This puts him into a position where it is likely he has a certain degree of experience with the kinds of things we're talking about here.

Beyond that, it's hard to say. He seems to put out a message of his choosing and doesn't usually deviate much from that, but he definitely understands the real issues at hand in a way the larpers do not.