Most of his failures on that list seem to be a disconnection from social trends and/or a misunderstanding of the ways that people will actually want to use technology, as well as overestimating adoption rates. He also seems to think that as soon as all the component parts of a device have been made commonly available, inventions that combine them in straightforward ways (i.e. GPS navigators for the blind) will appear instantly. In short, were it not for sociology, he'd be doing a lot better.
Then again, my understanding of the way he does business is to fill in those gapes himselves. The products his company makes seem to be focused on combining new technologies, and he encourages people to do the same.
He was wrong about voice recognition, but once that's there, suddenly about a third of that list will fall into the same category: just a matter of overestimating the initiative that the market would take. It looks good to me.
This seems worth posting around now... As I've previously observed, futuristic visions are produced as entertainment, sold today and consumed today. A TV station interviewing an economic or diplomatic pundit doesn't bother to show what that pundit predicted three years ago and how the predictions turned out. Why would they? Futurism Isn't About Prediction.
But someone on the ImmInst forum actually went and compiled a list of Ray Kurzweil's predictions in 1999 for the years 2000-2009. We're not out of 2009 yet, but right now it's not looking good...
Now, just to be clear, I don't want you to look at all that and think, "Gee, the future goes more slowly than expected - technological progress must be naturally slow."
More like, "Where are you pulling all these burdensome details from, anyway?"
If you looked at all that and said, "Ha ha, how wrong; now I have my own amazing prediction for what the future will be like, it won't be like that," then you're really missing the whole "you have to work a whole lot harder to produce veridical beliefs about the future, and often the info you want is simply not obtainable" business.