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 same thing in its effect.
That gets to be a complicated thing. It's delusional in part, of course. But it's also not, in part. He likely really could have achieved a lot more if he'd put more of himself into it.
Maybe not all he imagines, but he's clearly saying he knows there was more to do than he's done.
I don't think that's a bad standard to hold yourself to. I think a lot of progress depends on that kind of standard.
My senior year of high school I had this long running fight with one of my teachers. I'd cruised through school to that point, putting in just enough effort to pass everyone else, but no more than that. This teacher started grading me lower, writing "You can do better than this" on my papers. I was furious with him. Furious. I'd stay after school and we'd literally yell at each other about it for hours. I said he had no right to expect more from me, I was giving him more than anyone else was as things were. He had to grade me on the same scale. He completely refused to do it. Being a very stubborn boy, I refused to do more.
I "won" that argument by just not giving him what he wanted from me. But he was right to demand it, and I was wrong not to work harder. I paid for that attitude in college and for many years after.
I think in the end it's about not cheating yourself. I think that's that McClure is on about, and I think he's right.