So far we haven't had any issue with the 3 day stay.

My questions span broad areas and as I continue to do my own research, I'd really appreciate any experienced investors and residents who can chime in:1) For those who have invested in Chicago and DFW, or moved from one to the other, are there any qualitative differences in the way homeowners approach rehabs, structural issues, expenses requiring insurance claims, or any other major overhauls that a newbie must account and budget for?

Not carrying water for State Farm here as I have plenty of issues with them but a slow leak is often not covered under any insurance policy. 

Here's a mix of steps and strategies that might help steer you through these choppy waters:Documentation Is Your Best Friend: Make sure you've got a solid paper trail of all interactions, notices, and agreements related to rent payments.

The tenant called me to explain that she has a medical issue and cannot pay next month's rent on time.

When we decide to move forward with one, we often get a premium on the sale price of the home AND the interest rate received relative to the market rate.I'm going to rant for a moment to try and unpack my thinking. 

If they drop the issue, they were just looking for freebies.

I don't believe the unit is overpriced, especially relative to comparable units nearby.

Rent by room is doable but tricky and possibly could lead to other issues.

Has anyone performed a Rent to Purchase financing with their buyer, as opposed to seller-financing where a deed of trust and a promissory note is issued to the buyer?