I haven't listened to a Saylor interviews for some time now, but I feel like every interview I've watched with him he says at least one retarded thing.
Last interview I watched, he seemed to think bitcoin was centralized because developers could just merge code at will, and because of that we shouldn't support them financially, because ossification would be preferred.
He does seem to learn and change his tune, at least early on. I have mad respect for that though.