an ambitious man who died fairly young having regrets is hardly evidence of anything.
Looks like it touched a nerve, but I think you are reading too much into it. It's a very limited life by definition as it's the life that's formulated for you by society. Accepting things are the way they are because you are told so and living your life accordingly is a limited life. Especially compared to his definition of the "broader life". Don't think he meant it's the life everyone wants or should lead or that you should feel bad or insecure about it.
Also his fact is very insightful : "one simple fact: Everything around you that you call life was made up by people that were no smarter than you. And you can change it, you can influence it… Once you learn that, you'll never be the same again."
That's one man's opinion. Likely an unhappy man's opinion.
In Isaacson's biography of jobs, he said that his last wishes before he died was to get to know his children better. Maybe he changed his mind.