He did eventually have success. 

When you eventually sell, your potential market is investors - this can mean many things, depending on the state of the market when you sell. 

I can't help feeling like he's been stockpiling funds to eventually file bankruptcy even while he swears he's trying to straighten everyone out.

Furthermore, while not obligated, RTR financially contributed to help this investor offset missed rents from the tenant, which it sounds like the investor later recovered from the tenant eventually.

I want to start a nonprofit eventually to help the poor in the USA & other countries, and I'm considering using my own money or receiving government funds instead of relying on donations from people unless they're just rich ****s.

So the property may break even or even "lose" $100-200 each month for the first year or so but that number includes the capital I'm putting aside each month for the eventual water heater, roof, or vacancy. 

I think that is the right way to start until I grow, and eventually buy a property and then figure out an exit strategy.

Expanding my network is a priority, not only to find new opportunities but also to eventually be in a position to provide those opportunities to others.I know that scaling a business requires collaboration with others who can bring expertise in areas like financing strategies, legal structuring, and scaling operations.

I’ve seen folks pick up land in similar setups.. sure, maybe not always in Wyoming, but in pockets around San Antonio where people said, ‘Oh, that’s just dry scrubland,’ adn now those owners are sitting pretty with properties they can eventually develop or flip.

If real estate with proper fundamentals is purchased well and appreciates, there are a few avenues to pursue:  LTCG tax treatment on an eventual sale;  deferring taxes through a 1031; or a refinance where there are no tax consequences.