The "peak geographically" point got me to thinking, also -- there is a good chance that had we, you or I for example, been in Silicon Valley about 20 years ago we would have been rich entrepreneurs already.
It's not just about temperament. I was reading more about the scene there in the 2000s, there was an insane culture of entrepreneurship and lots of venture capital going around. So, if you were from a STEM background, there's a good chance you would have been sucked into it just from being in proximity (both as a CSCI grad or an EE grad in your case, there were opportunities for both).
But I was in the Midwest at that time and not even thinking along those lines. Back then, everyone here just thought about being an employee of some large firm (of which there are not a few around my area). But this may have been a mistake - being close to the masters of the universe in what you are attempting is a superpower of its own. Now, I was not even in the worst place, nor were you, but even a slight edge might have been enough to make a difference and you would certainly have had that at Silicon Valley in those days.
I doubt I could have stayed there long term, even less so with how it is nowadays versus back in my college years, but it may have meant a decisive life change. This is just a thought experiment, as I would consider it folly to do anything other than work remote for an SV firm nowadays - which I might still consider - but to really "level up" it probably would have required being exposed to a higher-energy atmosphere from a younger age.
And I say this as someone who agrees with your whole thing of school being prison, sports and extracurricular activities being for bug people and so on. I'm trying to imagine a scenario where one could be successful from a young age while at the same time not falling into many of the pitfalls of successful people. Obviously it's not easy!