As long as the asset is still generating income and no catastrophic financial injury has occurred, then renewals is an easy process, with my bank that is.

I would call that middle class at least, and that's assuming 0% interest on that initial $3.5M.So, you're ***-u-me-ing perfect health, no injuries / accidents, no natural catastrophes (hurricanes / cyclones, wild fires, volcanic eruptions, ... at least two of which are common in HI), vehicles which last forever and never need to be replaced, destruction-proof housing and furnishings, ...... and if you CAN live that lifestyle in HI on $100K / yr (most people can't in ANY state), why are you not teaching personal finance at the university level? 

Class action lawsuits, and regulatory action are usually catastrophic to those of smaller size.   

It can be catastrophic for homeowners, it can also be catastrophic for investors and operators.

A guard is a trained professional who also has a responsibility to detect and report catastrophes such as fire, explosions or riots.

I'd hope most landlords could self-insure through repairs not caused by a catastrophic event...which, if that's the case, is what property insurance is for.

You want to do enough front end work that those mistakes are not catastrophic.

Triple the rent for the same money and it's unlikely you'll suffer some catastrophe on all your properties at the same time.  

You need to understand that flood insurance is catastrophic insurance meaning that you only will want it and should have it in the event of a catastrophic event such as flooding, wildfires, landslides, and earthquakes).

So in a catastrophic loss they are covered for what they put in plus some to help clean up the mess and pay for costs while selling plus a little extra.