The owner is elderly and his health going down hill so he's planning to move with family out of town.

If they didn't, try to use that - health dept and code enforcement officials won't allow them to stay in a property that is not suitable for occupancy.

If you disagree with government-subsidized health care, then get rid of medicare as well (though not a single Democrat or Republican would vote for that).

Couple days later, you get a citation from the county board of health over these conditions.Do you report the guy to the state board of realtors?

I inherited tenants in a recent house hack purchase who are in ill health. 

We not only lost our hard-earned money but on top of everything, our health suffered, I had several sleepless nights due to the stress and anxiety that this horrible experience created for my wife and me.After the buy-back was completed, I approached Maverick/Hipster to at least help us with our losses by requesting us to give back $6000.

Her having a job probably helps with health insurance costs and is allowing your business to grow faster.

What more can I ask for other than good health?

I'd say BP beats me this year, LOL, I see a sweep coming at the awards ceremony, but, the angel investor backing a tech company, I think they are asking something else on that one, might be Bill Gates in a health care site, no idea

If you have need of the money (health scare) you cant easily liquidate.I am not a retirement planner but I would think a mix of higher rated bonds with some dividend stocks would be a much safer investment if you are in retirement.