I tried it with something fairly abstract about a decision I was working on making. Fed it a bunch of information, details about me, my background, the factors I'm considering in the decision and the impact of getting it right/wrong.

It was interesting. I certainly wouldn't say it was useless, I think the contrived dialogue actually touched on some angles I hadn't considered and I think it was useful. Not in a 'oh shit it's clear to me now' kind of way but it definitely advanced my thinking.