BTW - this guy totally retired at age 40. Yes, age 40. Probably knows a bit about business don't you think?
Not necessarily. Everybody I worked with at Intel in the late 70's and early 80's are now retired with 7-figure retirement accounts. Some were able to retire at 40, some a bit later. It all depended on the stock option deal you were able to negotiate, market timing, and what startup you were invited to work at.
There were a bunch of folks I worked with who left the same day to found a startup. That thing went on to have an IPO, then it was bought by IBM. The founders all became multi-millionaires. One guy who was part of the "in" crowd but wasn't invited to go ended up getting a job at Microsoft and landed a 10,000 share stock option two years before they went public. He ultimately made far more than most of the others combined.
Most of the people in VC firms were able to buy-in as a result of becoming rich because they were in the right place at the right time and a huge number came from Intel. I wouldn't draw any conclusions about their business savvy simply because they've got a bunch of money to throw around.
Even Steve Wozniak sold off half of his Apple shares a while back on a crazy idea that ended up being a total failure. Luckily he held on to the other half, and he's living comfortably today.
As for me ... I was with Intel 5-1/2 years, and never got a stock option I was able to exercise. I just always happened to be one pay-grade behind where they were giving out automatic stock options. Six months after I finally got one as a supposedly "valuable employee" they wanted to keep, I was laid-off.
People who get rich as a side-effect of working at startups don't need to have business savvy. They've got money. That's all that matters.