@Will Gaston -  I couldn't agree more about the difficulty of the city to work with in some of these situations. 

I got paid off you got the house.. and in those days you usually got 5 to 8 grand back in cash out... now that was too aggressive and when landlords turned the keys back in in 08 to 2012 it was usually those with no TRUE skin in the game..

As a wrap or blanket or portfolio, they do not and I believe that's why you are having difficulty.  

"Normal" inherited tenants can be difficult.  I

I am located about 35 minutes from the property I am currently trying to rent so it adds a level of difficulty. 1-Everyone wants to see and tells me "I'm on the way!"

I thought it was better to bring him in as a partner (with skin in the game as well not just sweat equity).

The difficulties are that people will sometimes think that because you are young that you lack experience.

If he’s getting under your skin, you really should consider evolve.

I add additional profit for the estimated time and difficulty of the project.

Any difficulties filling vacancies?