A lot of conspiracy theorists are just profoundly ignorant about how politics, economics, (sociology, etc.), works -- being able to be treated with respect, whilst asking basic questions, etc. is extremely effective with many conspiracy theorists in my somewhat extensive experience.
These are people with big, fundamental questions, but really no access to the quite extreme level of expertise needed to answer them. Most people, including most experts, can't answer them -- they themselves take on faith that their assumptions are grounded in the correct group beliefs. But there are often answers, very plain and orderinary ones.
I can see that a chatbot able to mine for previous answers, often given across the internet, would be highly effective.
Consider sovereign citizens. Their basic misunderstanding is to assume the world is more rational, in a sense, than it is. That human society obeys procedures over power. It's fairly trivial just to explain hobbes to them: the state has a monopoly on violence, and the only thing stopping it using it, it itself. Only when "the state" has enough mechanisms to include or answer to "the people" does it ever introduce such annoying things like constitutions. There isn't any magic to laws, they are just one set of people with access to violent power trying to control another set of people with rival claims to the same access.