Diversification in investing, whether in stocks, bonds, real estate, businesses...helps to spread out your risk over multiple assets. 

NUA allows you to defer tax when you sell the the stock, and the grow of the ESOP would be taxed as capital gain.After termination, ESOP allows for the distribution that within 5 years. 

Besides picking the winning lottery numbers, shorting all the stocks and just happening across this legendary idea of electric cars and going to mars.. what would you differently in your early 20s finically, business, and personal development?

Say an investor made a killing in the stock market.

I have no interest in single family homes or stocks especially lately with the market going wonky All my diverse friends are not too happy right now so I’ll just keep plugging away with what works for me

Starting with a duplex or 3 unit is enticing because the numbers get more predictable as you have less units, as well as management gets easier.

The purpose is to attend and see the motivational speaker.If that doesn't work, and you can't otherwise convince your significant other, then maybe you ought to consider stocks or something.

He also talks about trying to predict future which I found very interesting.There is an interesting article from Harvard about predicting housing bubbles:https://www.extension.harvard.edu/inside-extension...Economists are historically not great at predicting stuff like interest rates.

In fact they might know it will be cash flow negative but figure any help they can get with their mortgage payment is great.I would say, when people are paying for 3 and 4 families and the cash flow is negative, then I'd worry that we're starting to reach a top of the market (though how long that can last, who can predict).On the other hand, rents have risen in the last few years, so be sure you're using current realistic rents when you do your #s as well.

I've seen some other posts on BP that, to me, are exceptionally bearish on parking money in stocks/ETFs while you wait for a deal (example: "don't keep any money in stocks that you intend to use in the next 5 years" was a real piece of advice I've seen here) - I don't personally agree with that logic (because even a 10-20% market correction would just bump me from market A to market B) but I can understand if someone's trying to buy RE at a price that doesn't leave much room for error.I guess it kind of depends on if you have a more-than-vague concern that the US/the world is headed for another financial crisis.