My concern would be if you don't feel comfortable going to the house alone is this going to also severely impact the number of qualified rental applicants you would get for this property?  

Honestly, at the beginning it won't have much of an impact.  

Smoking is very negative to the healing process (blood circulation, clotting etc) and if this lady is older, her immune system while smoking will be significantly impacted...she'll be inside longer to recover even during the warm times...Look at your business and focus there.  

I can't give legal advice but it sounds like the cops are not enforcing the laws on the books.You can't have your center impacted because they want to be "lazy with the laws".If they are sleeping on your property they are trespassing plain and simple.

You should be able to compare to see what impact your extra payment made.

Some things, like HVAC or a New Roof, are quite expensive and can seriously impact you financially, if you don't have money set aside.

-> How do TOS requirements impact real estate transactions?

Lenders are usually a little more friendly in an impacted area like Detroit.  

I imagine this will have an impact on my ability to rent these homes.  

Time is money.3 - If you are not a pro at this, and you make mistakes (and you will), how does that impact your bottom line?