When I was at the 1964 World's Fair, AT&T was showing off their "picturephone" which did everything he described for his 2014 prediction: "Communications will become sight-sound and you will see as well as hear the person you telephone. The screen can be used not only to see the people you call but also for studying documents and photographs and reading passages from books." So how is that even a precient prediction when it was already at the Fair? Further, it hardly is a prediction of smartphones - there's nothing in this prediction that suggests the pervasive use of a wireless, portable, battery-powered device that performs computation and gaming along with communication - let alone the rounded corners that others joked about here.
The next sentence, predicting synchronous satellites, is also hardly precient given that "Unisphere," the symbol of the 1964 World's Fair, was a 12-story stainless steel globe with satellites circling it. I also note that the "Unisphere," a twelve-story stainless steel globe, was produced by and celebrated the glory days of U.S. Steel, which began in the 1960's to dramatically change its focus and after several reorganizations, now produces substantially less steel than it did in 1964. For me, the most glaring part of his mis-predictions were the heavy reliance on I.B.M., General Motors, and General Electric, presenting the assumption that these lumbering giants of the 1960's were going to be the vanguard of corporations in 2014.
Really, I see the first part of his essay as describing what the World's Fair itself was predicting about the future. The exhibits were presenting the view that these futuristic ideas were safely in the hands of large corporations, who were well-positioned to serve all the consumer's needs. The second part, starting with the Equitable Life sign projecting the future population growth, is his attempt to show that all will not be so rosy. However, while his total may have been about right, he missed that growth in the US will have slowed down, so we don't have the solid city from DC to Boston that he projected. His estimate of the pervasiveness of automation is surely off-the-mark as there's still plenty of physical drudgery being performed by humanity rather than robots, and so forth. His estimates of industrial and food production are similar to the "Club of Rome" predictions and don't really match up with where we are in 2014. The second part of his essay more accurately predicts his own science-fiction stories than today's reality, though we may be all the poorer for not having lived up to his stories.