So, if each of these $100k deals will average $750 per month and $9k per year of income forever, but let’s say 30 years, that’s $270k in 30 years (let’s assume problems arise and I lose 30% of this and it’s $200k of income - this doesn’t factor in raising rents at all though, or accessing built up equity over time).

FYI, there's a small player with similar but different concept, with AirBnb type model, called CloudCastles.io.

In addition, just remember that even though the investments you are looking at are super duper cheap, you can still lose money on them if you buy them wrong.

At least now my collections are at 98-100% once the eviction process starts they lose all motivation to pay.  

We might lose 20,000 gallons per day in evaporation on this 2 acre pond, not offsetting for evaporation from the stream itself.We previously checked with the County conservation group and the State DNR group and no permit was needed due to the relative small size. 

I’ll be behind on repairs and might lose my contractor if I’m not ready to roll when his schedule allows.Also, the repairs are pretty significant...this side of the duplex doesn’t have central air, so we have to get that installed, total bathroom gut b/c the tub is cracked and the sink leaks and toilet is 50 years old....I can’t do this stuff while they remain living there.

When the business takes off, then move to your dream mansion.Now, some businesses, dependent on a retail location, when you rent, runs the risk of the owner selling the building or not renewing the lease so you can lose everything.

Let the house run down and you will likely lose your parents earlier due to falls, etc as well as any inheritance of value.

It may cause problems because you'd deliberately be losing money and could run into problems with the tax man.

So right off the bat I will be losing 16 cents on the dollar when I bring the money south of the boarder.