Personally- I’d have her rent a senior apartment for less than 2k a month, pay the insurance (1k is good for someone with medical issues) and save the rest into something making 5%+.

(I got medically retired last year.) 

Window units are common in the mid-west but we've had people who have medical or even light manufacturing equipment they use inside. 

Big deal.About the only pleasure I got from this was that later he was admitted to the medical center I worked at. 

I might have to move to Idaho because of some family medical issues.

He has a bunch of collections - 8 medical, 1 charter communication and 2 student loans.

I heard an attorney claim that real estate was the most litigated area for liability, I bet that is a stretch tying slip and falls and medical claims to the real estate, Yes, all accidents happen on planet earth, doesn't mean the property owner was negligent.  

If a tenant or a tenants visitor gets hurt using that playset they are not going to care that you are a nice guy if suing you becomes an option to offset medical bills.Talk to an attorney and your insurance agent.

Thanks in advance.100% replacement costDwelling $177,000  Dwelling extra replacement cost $35,400 Personal Property $8,850  Business liability $300,000 each occurrenceBusiness liability $600,000 annual aggregatePremises medical payments  $1,000Loss of Rents  $0

If your handyman is injured on the job and isn't self-insured, you could expect to receive a large medical bill.