I know I'm kind of missing the point/creative intent of this essay, and I appreciate the non-linear full-of-detours style in other genres. For example I'm a huge fan of Norm MacDonald whose long, impossible-to-follow stories would often drive unaware audiences and talkshow hosts crazy. But for technical things I personally find the style super annoying and feeling like the author is trying to flex on how much engineering, business, and trivia knowledge he has in many adjacent topics.
I actually get anxiety thinking about getting trapped at a bar or party interacting with somebody who talks like this :-)
Curious how other readers feel about this, especially those who have the exact opposite reaction!