Yes, it's the beginning of a fairly tale, a standard mythological motif - by which I don't mean it is fictional or trivial, but that it is universal. BTW: Matt does acknowledge that the next generation will do the same to his (at the end).
He's right about greater productivity - but if everyone is more productive, then the competitive bar simply resets at a higher level. It's an endless trudge, if the finish line recedes as you approach...
There's a sophisticated argument that with a smaller firm-size, you have more CEO's. The problem with competitive success remains that not everyone can be a winner - it's a zero-sum game by definition. But everyone can have a family. Everyone can have the satisfaction of improvement and mastery. Everyone can enjoy the thrill of risking a lesser thing for a greater thing. Everyone can take pride in effort and sacrifice for a worthy goal.
And ultimately, these things are immensely more satisfying than vacationing for months in Europe.
Talkin bout my generation