That is where the concern would be for me.Yeah, older tenants may think that it automatically makes someone a criminal of something, but I would just explain the card and that it at least, in theory, has a medical purpose, unlike cigarette smoke which kills the smokers and everyone else around.

If someone came to me looking for money and was trying to invest across multiple asset classes as different as the ones you are interested in, that would leave me extremely weary.

It was extremely painful. 

Either way it would be a grey area, selling a house with a different amount of units/bedroom/bathroom seems extreme though. its an auction site, I have seen auction sites miss the fact there was additional lots in a sale.

Florida and Gulf Coast insurance should be a concern. 

Also concerning, I just looked at zillow post and the pictures are very grainy and unflattering, even though they should have access to the nicer photos (I have had these for years, see below)..I've also been getting lots of calls form companies wanting me to sell my house.

If you haven’t already, make sure you’ve documented everything thoroughly—photos, messages, invoices—and highlight the guest’s negligence, like leaving windows and doors open in extreme weather.If you haven’t heard back after asking to escalate, follow up again and politely but firmly request that a senior claims specialist review the case.

I really wanted to convert the residence to a rental property, but everything I have heard about doing so in Cook County has been very concerning.

(We're from California as well) Everything has been extremely smooth so far and their staff has been excellent with their customer service. 

Would the 9-year balloon concern you, knowing you'd need to refinance or pay off the balance at potentially higher market rates in the future?