Being "in the game" is a tradeoff. The CEO of Twitter and Facebook undoubtedly wield a lot of power and money. But they're also very high profile individuals be

Being "in the game" is a tradeoff. The CEO of Twitter and Facebook undoubtedly wield a lot of power and money. But they're also very high profile individuals because of that power - they have to spend every waking moment making tough judgment calls and answering for their decisions, and they're under constant scrutiny and endless criticism from the public, the media, and all manner of bureaucrats and officials. Tom managed to hit the sweet-spot of being just successful enough to retire to a life of luxury, while not being so successful that a low-profile lifestyle is impossible.