I have a small portfolio and am coming out of a bad health situation.

The Sheriff shall resume execution of said orders effective January 2, 2018.IT IS FURTHER ORDERED that the Sheriff ceases execution of said orders:a) Whenever the outside temperature is 15 Degrees Fahrenheit or colder on the actual date of the eviction, orb) Whenever regardless of outside temperature, extreme weather conditions endanger the health and welfare of those to be evicted.IT IS FURTHER ORDERED that this General Order supersedes General Order 2016-01.Then, https://www.cookcountysheriff.org/eviction-schedul... 

Since there is no debt there is significant cash flow that I need to maintain for the health and well being of an aging parent, so I will be trying to keep the payment within a range of 6-6500 a month.

I do not know about others but I have never, not ever put profits over human health and well being.

Call the local health department and find out who is responsible for housing code inspections.

Caveat- I have not specifically looked into this and this is not intended to be relied upon as legal advice.The best person to ask would be the county prosecutor in charge of environmental issues, or someone at the county board of health. 

A couple questions I brought up was how can we protect it for them loosing to insurance companies or medical (nursing home) with declining health?

@Ned C. how does one get free rent claiming other problems with a house I would think this is only possible if there is a health hazard at the property but if they are claiming that then move out? 

Also, don't forget if you are giving them any other benefits like health care or vacation or sick pay, or 401k that will cost you more. 

If they are creating a health hazard, damaging the property, or interfering with the neighbor's right of quiet enjoyment, deal with it.