I would argue that when he is talking about "free speech" he is always referring to the more general, non-US-Constitutional meaning of the phrase; i.e. the freedom to say what you want without being censored. So when a discussion about free speech on Twitter comes up, I assume that's the kind of free speech we're discussing. To bring in the the more narrow, first amendment meaning of the term is just a distraction or diversion.

You are the only one who brought up that distraction from the fact that he routinely violates the first definition you mentioned.