VC wins are done with primarily other people's money with bets spread in multiple areas and advantages accruing to people who get a larger portion of any potential gains.
So maybe please stop thinking (as I think Sam probably does) that startups are the answer to everything and that in the end everyone wins if they can be a part of that. Keep in mind also that money put into startups (that was not previously there) also takes away from money that would enter the economy and benefit other groups. In other words Uber takes away jobs from taxi drivers and Amazon takes away jobs from companies that would typically be selling if Amazon did not exist. It's not all a net win. Which is why it's laughable when (in this example) Amazon talks about opening a warehouse and creating X jobs.
Sam has a lot of time on his hands and plenty of good fortune to be in a position to ponder issues like this. Certainly tells you all of his financial needs are met and now he can try to answer to a higher calling.