I just evicted my first tenant last year and had to go through this emotional rollercoaster of not pursuing the money because I knew she simply didn't have it.

What's the issue with taking losses on a Single Family Home? 

If so, that could cause issues on the back end - not a lot of lenders will let the wholesaler use their own title company due to hiding issues, etc.

Anode rods last 2 to 3 years not months so obviously you have other issues. https://www.amazon.com/Magnesium-Anode-Flexible-Water-Heater...

Hard to say without all the numbers, but I will say this not an unusual set up for the area....and also we have very few duplexes here in Jax, so if the numbers work I am not seeing an issue with the ADU.

Like I do for my practice, she works with clients remotely, so distance is not an issue.

There were some issues during inspection we were able to use in negotiations.

It will go on your schedule C just like any other rental income. so no issues there as you would not even need to show leases. 

However, in the short term here are the issues I see:Some buyers will try to save money by going to the listing agent.  

I manage 8-12 unit buildings in Logan Square, Albany Parka and Irving Park, and we have had issues with porches even at that small sample size.