Robert Greene discusses Chapter 17 of The Laws of Human Nature, Seize the Historical Moment, or The Law of Generational Myopia, in this talk titled The Crisis Generation:
Early in the talk he mentions a few books: Il Principe, which he managed to read in the original Italian, The Essential Writings of Machiavelli, Harvey C. Mansfield’s Machiavelli’s Virtue, and — rather unrelated — Generations: The History of America’s Future, 1584 to 2069, which is out of print. (The Fourth Turning: What the Cycles of History Tell Us About America’s Next Rendezvous with Destiny is in print though. I found it thought-provoking, but I could tell if it was the equivalent of astrology or pscyhohistory.)
The guy is so naive it feels cringe. He’s really not self-aware, or doesn’t know why he thinks what he does.