Subjectively the "getting lost" feels totally different than human conversations. Once there is something bad in the context it seems almost impossible to get back on track. All subsequent responses become get a lot worse and it starts contradicting itself. It is possible that with more training this problem can be improved, but what is interesting to me isn't it's worse than humans in this way but that this sort of difficulty scales differently than it does in humans. I would love to get some more objective descriptions of these subjective notions.
Contradictions are normal. Humans make them all the time. They're even easy to induce, due to the simplistic nature of our communication (lots of ambiguities, semantic disputes, etc).
I don't see how that's a problem.
Subjectivity is part of human communication.