If we do not transform our pain, we will most assuredly transmit it—usually to those closest to us: our family, our neighbors, our co-workers, and, invariably, the most vulnerable, our children.

Really good HBR article about tough lessons for new CEOs of bigger companies (2004 but still very relevant)

"We had field days in elementary school where in May you'd go out and have a 100-yard dash," he says. "Even then, Mike, he hated losing. Some of the memories I have on activity buses going to football, basketball, baseball games. There was many times we'd have a game of cards on the activity bus. And we'd get to the school we were playing, and Mike hadn't been winning the last few hands? He wouldn't let anybody get off the bus."

Not everyone comes out guns blazing

Chasing scale seems to be a kind of early life affliction. The more you chase it, the bigger the thing you chase gets. Perhaps it’s a natural desire to see how important we can be or at least how important our creations can be to the world (and hence how important we can be by proxy …). A desire to take on a seemingly insurmountable challenge, perhaps a noble one (though not always), and see if we can conquer it.