Your sample might be a bit skewed. I've been working in US high-tech for a decade and most people haven't inherited couple of houses, own another one and look for buying yet another one. Surely, there might be, but not typically. Typically what I see people that either renting or finally could afford a new house. Sure, some people get super-rich on huge IPOs etc. - but not the most typical case.
We're not talking about the whole group of tech people, we're specifically talking about the ones who own several houses. I agree that it is laughably atypical and the commenter who brought it up as a problem is overstating the frequency.