I wouldn’t call you dumb at all but I can’t believe an MBA with a degree in economics doesn’t feel comfortable giving financial advice. I admire your humility. I wish Greenspan and Bernanke were less comfortable giving financial advice!
Anyhow, I guess your definition of rich is not only in financial terms.
It sounds like you’ve been very smart and made it through some interesting times. In another decade or so you can look back and say “I made it through the Enron/Worldcom crash and I sat tight during the biggest housing bubble in history”.
The housing bubble was good for me in one way: it made me save during these years and really learn a lot about housing valuation.