You can also win at anything in life and if you keep gambling away with your proceeds, sooner or later you can have a bad loss. 

Without investing time into research and understanding a neighborhood, REI can be a bit of a gamble.

It you found THE location and McD can't go anywhere else in a cheaper market (not typical) then you could try to ground lease but that's more of a risky gamble and I'd have many exit strategies. 

Not worth an OOS investor gambling on investing in that Neighborhood when there are so many other BETTER Neighborhoods.

Would that be investing or more like gambling? 

SBA won't loan on the gambling income, or anything passive- your bottom needs to be in the gas station chair.SBA loan now takes LONG processing time unless you go direct.

Also claimed all the broken furniture was provided and not theirs so I got to take it all out.Occupied is a roll of the dice, a gamble you can not control.

There so many answers here I'll just drop this thought you can think about.....It all depends on how hard you want to gamble when that large insurance claim finally does happen.Lastly, you want Waivo for small damage claims not your homeowner's insurance.

@Kiersten Vogt there is 0 chance I would gamble with what around here is a $35-40k issue.

I don't gamble in the stock market.Isn't part of it, that you can create generational wealth by investing outside of a 401(k) into real estate and pass those houses down tax free to the next generation using the stepped up basis?