I would suggest if you look at a sampling of billionaires (like Sam Walton's children who own Walmart), or any other high profile billionaire on Forbes list, th

I would suggest if you look at a sampling of billionaires (like Sam Walton's children who own Walmart), or any other high profile billionaire on Forbes list, they are actually pretty content earning 1-2% a year on that money. Even young Mark Zuckerberg would not take the money he made on Facebook and turn around and start a company where he could lose 66% of his fortune if it didn't work out. Most serial entrepreneurs work on borrowed money after the first exit, or only invest a small part of their wealth on the next one. Even Warren Buffet, who is renowned as an investor and sometimes a wild speculator (like trying to corner the silver market), won't risk more than a small percentage of his wealth/Berkshire on a risky investment. Elon Musk made $160MM on Paypal, invested $100MM of his own money in SpaceX which was an all or nothing bet. And the rest $60MM in Tesla (and a divorce), and in 2010 had to borrow money from friends to live on. That's guts! And believing in yourself!