It's clear that Jim is constantly reading/actively improving, sometimes doing kinda unusual things, like having a specific strategy for priming his REM sleep by thinking a lot about some current problem combined with some kind of meditation exercise.
The most valuable thing for me, and I am a CTO, is exactly the reminder of the breadth of the list. Most of the areas of the list are things I am familiar with, but it is easy to let a few areas fall short. One of the key expectations of a CTO is broad expertise, which is a tall ask.
Being a generalist + working in many separate areas will get you there. It does take time to build experience. I guess you can accelerate it slightly by reading books, but really, most of the lessons are best learned by doing, I think.
The secret to getting good at management is to acknowledge that it is a huge, deep and learnable set of skills. The best managers I know are the ones who constantly seek to improve their skills, and "do the work" to improve.