I think his suggestion is that he is drinking the Kool-Aid while internally questioning whether it is a good idea for him to be drinking the Kool-Aid. Which, I agree, is sort of a contradiction, but a parseable one.
Thanks. Nit-picking again, but drinking the Kool-Aid does mean "unquestioning, ... without criticism" implying that those who are drinking wouldn't have such reservations. That's what I was confused about. Oh well. Language is evolving, what else is new.