“Charm is the ability to insult people without offending them; nerdiness the reverse”

“Wit seduces by signaling intelligence without nerdiness.”

“...my classical values make me advocate the triplet of erudition, elegance, and courage; against modernity's phoniness, nerdiness, and philistinism...many philistines reduce my ideas to an opposition of technology when in fact I am opposing the naive blindness to it's side affects - the fragility criterion. I'd rather be unconditional about ethical and conditional about technology than the the reverse.”

“I suspect the I.Q., SAT, and school grades are tests designed by nerds so they can get high scores in order to call each other intelligent...Smart and wise people who score low on IQ tests, or patently intellectually defective ones, like the former U.S. president George W. Bush, who score high on them (130), are testing the test and not the reverse.”

“The best way to measure the loss of intellectual sophistication - this "nerdification," to put it bluntly - is in the growing disappearance of sarcasm, as mechanic minds take insults a bit too literally.”

“Some can be more intelligent than others in a structured environment—in fact school has a selection bias as it favors those quicker in such an environment, and like anything competitive, at the expense of performance outside it. Although I was not yet familiar with gyms, my idea of knowledge was as follows. People who build their strength using these modern expensive gym machines can lift extremely large weights, show great numbers and develop impressive-looking muscles, but fail to lift a stone; they get completely hammered in a street fight by someone trained in more disorderly settings. Their strength is extremely domain-specific and their domain doesn't exist outside of ludic—extremely organized—constructs. In fact their strength, as with over-specialized athletes, is the result of a deformity. I thought it was the same with people who were selected for trying to get high grades in a small number of subjects rather than follow their curiosity: try taking them slightly away from what they studied and watch their decomposition, loss of confidence, and denial. (Just like corporate executives are selected for their ability to put up with the boredom of meetings, many of these people were selected for their ability to concentrate on boring material.) I've debated many economists who claim to specialize in risk and probability: when one takes them slightly outside their narrow focus, but within the discipline of probability, they fall apart, with the disconsolate face of a gym rat in front of a gangster hit man.”

“Being an executive doesn't require very developed frontal lobes, but rather a combination of charisma, a capacity to sustain boredom, and the ability to shallowly perform on harrowing schedules.”