In fact, I believe that up until the encounter that went so wrong, Zhu Jiu would have listened if he were to be given advice/guidance by the Envoy.

I'm the same - I think if the Envoy hadn't decided he was no longer worth talking to, there might still have been a good chance.

I think that was the last point when a talk would have been effective because that was the last time Zhu Jiu cared about the Black-Cloaked Envoy's opinion.

Sadly, yes.

he never did anything that bad.

Except kill lots of people. :D #HandwaveHandwave