The big problem Apple faces with Siri is that when people encounter these problems, they stop trying. It feels like you’re wasting your time, and makes you feel silly or even foolish for having tried. I worry that even if Apple improves Siri significantly, people will never know it because they won’t bother trying because they were burned so many times before. In addition to the engineering hurdles to actually make Siri much better, Apple also has to overcome a “boy who cried wolf” credibility problem.
