The-Shoveler, what you’re describing is, those people are actively making the wrong choice. I’m talking about people who don’t make those active moves, not those who thinks they can predict the market.
I didn’t say when you’re born guarantee you an easy life and always being in the right place at the right time. However, it does mean you have an opportunity to be in the right place at the right time. Of course, you can also make the wrong decision, but that’s a decision for you to make. Some people don’t have the opportunity to make those decisions (wrong or right) because of when they’re born. Just think of an average person who are not that savvy in finance and try to predict the market. They graduate with an engineering degree, work for 3-5 years while saving for a down payment for a house. That’s your typical progression in life and most people do it w/out think about it. Those who graduate in 1995-1998 will be super lucky (with no need for active decision making). While those who graduate in 2001-2003 will be in a horrible position if they don’t actively think about those decisions.