The author's particular gripe is that the Watson advertisements showing someone sitting down and talking to "Watson." They bother me as well (and did so when I was working at IBM in the Watson group) because they portray a capability that nothing in IBM can provide. Nobody can provide it (again to the author's point) because dialog systems (those which interact with a user through conversational speech) don't exist o…
Given how often another person can't correctly infer meaning when people talk, I doubt it will ever be how people imagine it.
Initially, I imagine it will be a lot of people trying to talk normally and a lot of AI responses asking how your poorly worded worded request should be carried out, choice A, or choice B. You'll be annoyed because why can't the system just do the thing that's right 90% of the time? The problem is that 10% of the time you're just not explaining yourself well at all and 10% is really quite a lot of the time, and probably ranges from a few requests to dozens of requests a day, and while being asked what you meant is annoying, having the wrong thing done can be catastrophic.
As humans, we get around this to some degree by modeling the person we are conversing with as thinking "what would they want to do right now", which is another class of problem for AIs I assume, so I think we may not get human level interaction until AI's can fairly closely model humans themselves.
I imagine we'll probably develop some AI pidgin language that provides more formality that as long as we follow it AI voice interactions become less annoying (but you have to spend a bit of time before to formulate it).
Then again, maybe I'm way off base. You sound like you would know much better than me. :)