Earlier quoted context omitted.
For the type of competitive folks you talk about (of which I am definitely one), I think the Internet has really changed things - your 'scope' of competition is now 7 billion people , rather than the roughly 400-500 folks you could reasonably know in your 'home town'. Now, even in New Hampshire (to steal your example), you can subconsciously see yourself competing against folks in NYC or San Francisco or Beijing, who…
I think the message he's communicating is that he knows he hasn't fully committed himself ever. He's shied away from it, danced along the edges of it. But never done it. I'm of a similar age, and a similar childhood. I get where he's coming from, even though he's far more successful than me. He's comparing himself to what he knows his potential to be. Or what he believes it to be, anyway, which might as well be the s…
I blame myself for this, but feel education could be delivered differently to cater for people like us. I had a great education, attending the same school as Terry Pratchett and Heston Blumenthal had, with a lot of teachers who knew their subjects well and cared about their pupils' development, beyond just league table ratings. However, the reason I got A4s is because I never failed - I kept getting what I needed to without putting in effort; I needed a challenge to force me to push myself. In those days this may not have been possible; the internet was still in its infancy so you only competed with those in your year group. Streaming helps here, but with the numbers involved the top set may be the top 30 / 120 or so, so still a very mixed bag.
There are now a number of projects to provide education on-line. As this grows and the school/education models adapt to take advantage of this, I suspect we'll see competition between larger groups of people, encouraging those of a certain attitude to push themselves further to meet their full potential. That said, for those towards the bottom will this force them to up their game, or leave them feeling failures with no motivation? Hopefully the systems will evolve to aid those at both ends by selecting appropriate methods for the various personalities involved, allowing everyone to meet their potential.