A great example is the DotCom bubble. Wiped out a lot of capital but it really did transform the world.
Or, you skip all that and just put it all in an S&P 500 fund.
Because of the way the AMT (Alternative Minimum Tax) worked at the time they bought the stock, did not sell, but owed taxes on the gain on the day of purchase. They had tax bills of over $1 million but even if they sold it all they couldn't pay the bill. This dragged on for years.
https://www.latimes.com/archives/la-xpm-2001-apr-13-mn-50476...
That lesson is part of why I dump my company's shares the first chance I get.
The bubble burst in 2000-2001, Google IPO was in 2004.
The S&P500 also did not do very well at the time.
That is the problem with bubbles.