Did he tell you what result he wanted?

It's not really relevant here, but he was looking to push the group toward Advaita Vedanta.

FWIW, I would have done what I do when communication norms break down: sit next to him, watch him, mirror him. (Learning his communication style, testing whether he's trying to teach by example, taming an animal.)

This is basically what he was aiming for, but what he was trying to teach was too subtle to really come across in a situation with as many distractions as that one had (it was a rather unusual mediation group) and also the details of his ineffability raised enough warning flags that he had trouble getting people to take him seriously.

He has a blog here if you're interested, but I should note that its topic and mode of discussion is a potential memetic hazard, along the lines of nihilism but likely harder to recover from.