Re: Risk
At least one psychological study (sorry I have no link) has found that high-level executives perceive risk differently than most other people
Multiple psychological studies have shown that high level executives are much more likely than the general public to show multiple traits of a psychopath. People who have are less able to gauge risk and lack empathy for others may do things most of us wouldn't but that thing, if successful, could result in big windfall.
Remember when you read about the billionaires who made all/most of their fortune themselves you are reading about the ones who took big risks that paid off, or were simply lucky. One exec is worth billions because was employee #6 at Amazon or Google, while another was employee #6 at a company competing with Amazon or Google so you've never heard of him.
One guy pitched his startup to the VCs at the right time when the market he was going for was red hot and at the top of Gartner "hype cycle", and cashed out for hundreds of millions and leveraged that into bigger investments in the future. The other guy pitched his nearly identical startup to the VCs a month later, after they already had a bet on that market segment and wanted to look in a different direction for their next bet so you've never heard of him.
Now maybe someone will want to argue that a few special guys like Jobs or Musk would have been successful no matter what, and I won't dispute the idea that some really are measurably different/better than the rest in important enough ways that it wasn't just luck that got them where they were. But most of the ones who you read about collecting huge payouts like the current CEOs of Microsoft, Google, and Apple while they may be way better at being a high level exec than you or I would, aren't necessarily all that much better than a quarter million other high or mid level execs all over the world that no one has ever heard of. They were just in the right place at the right time, and/or took a massive risk or two at some point that really paid off.