Looking at Xiaobing's conversation we didn't get very far since Lisa. 
I played with the program Lisa at the time and I rather agree with your assessment there. Certain special application does better - such as the phone company's answer-bot "what do you want to do with your account today, you can say modify account, check payment..." But general conversation is another world.
Also, I think there is certain arrogance of the new generation, no different than when I was young and was then the new generation of the time. It is shocking to young folks that they could learn from the old folks. Microsoft could have learned something from Lisa (the danger of parroting) but they did not.
The ability to do better lexical analysis is much better now, but this is a new world - PC world. Something you just can't say. It is refreshing to see Microsoft Tay just speaks her mind.