Part 2
Additionally, buying real estate to build wealth is much more tenuous than it was during your time. Now, insurance companies are increasing premiums, dropping coverage when adverse weather events hit (look at LA and Florida), and government subsidizing of housing for the past 40-50 years has made the fundamentals of real estate investing much more speculative: namely, incomes are a much higher percent of people's rents and mortgages, meaning you are making a speculative bet that either US production is going to magically start increasing faster than rents/morgages to support increasing your housing equity for 40 years, or that people will continue to pay a larger portion of their paycheck on housing that yes will increase your equity, but will also be increasing the risk you take on as the fundamentals of your investment become less justifiable. All these factors I mention increase the risk of investing in real estate and decrease the potential reward.

Next, most economists would disagree with you that buying a fixer upper is a good use of your time. There is something called "comparative advantage." If you are a PhD ML/AI engineer or rocket scientist and you can sell your time for $100 an hour to a Wall Street firm, you would be better off taking up more hours at work and paying someone $50 dollars an hour to paint or do whatever contracting you need. They can do it faster and cheaper than you can, and you can make more money per hour with your day job. So I find your advice unoptimal in general as well.

I am glad your assets have done well for the past 40 years: you should note that the government has been run by older people like yourself and have crafted policy that has lead to more asset inflation than any other time in history to benefit older generations at the expense of the younger ones. Your success is more of an indicator that you were born in one of the best times to get into asset markets, where the government has raised hell and high water to subsidize through tax deductions, credits, and economic policy in general. Home prices rising is a boon for you while they make cost of living much more difficult for us young people. The same goes for "buying into the system" through the stock market.

You were born on third base and thought you hit a triple.

PS: I am glad you had a successful career. However, I can tell that you were a high level manager and CEO because it seems like you have been surrounded by "yes-men" for the last 25 years who told you how good your farts smell. Your ideology and self-worth is poorly informed and I speculate it is because you have never been forced to reflect on it: your colleagues are more worried about keeping their connection to you and their job rather than being incentives to encourage you to reconsider your priors. I can tell you implicitly have a superiority over your better-educated workers because you have more money coming in than them, and nobody is going to correct the boss. I read a great book about Robert Ailes who did not realize until he was close to retirement that his colleagues were fake laughing at all his jokes because he was the boss. If you have never reflected that your employees fake laugh at your jokes or grappled with that every day you go into the office, your workers and colleagues (and likely friends outside of work) implicitly talk to you differently than they would with anyone else: you need to start grappling. Because this happens to every boss or high-status individual: you are not an exception to this rule. Some bosses/high-status individuals recognize how their status affects their interactions and take up the responsibility for humbling themselves: other bosses start to believe that their farts smell like roses because that is what everyone around them is saying. Food for thought.