There are about 1600 billionaires in the world, what you're looking for would represent more than 20% of the net worth of the 1600th richest person in the world.  

Hey Carl, I have a few S8 tenants in Detroit, but most of my tenants are "cash paying".I'd start by searching the forums here for "section 8" related threads.

If you haven't already, read "Short-Term Rental Long-Term Wealth" by Avery Carl.

@Carl RowlesI would keep the property's finances separate from your personal finances, as you have suggested.

I would reaad the BP book, Short Term Rental, Long Term Wealth by Avery Carl 

“If more information was the answer, then we'd all be billionaires with perfect abs.”― Derek SiversI've always said the worst question a real estate investor can get from someone looking to invest is, "How do I become a real estate investor?"

Read the BP book on Short Term Rentals, written by Avery Carl: Short Term Rental, Long Term Wealth.

Quote from @Luke Carl: Top of this page.

4.If the future billionaire doesn't want to fund his mistakes maybe they could sell one property to fund  the other two?

wasn't the billionaire(s)...not sure, the one I'm aware of was Donald Trump and he openly admitted that he let his guard down, if i'm not mistaken.