But yes, now that we are here, maybe let him know that if things do not get up to date or cleaned up you will go to his superiors.When people are late right at the beginning, I let them know that the behavior is not acceptable and let them know there are consequences to that bad behavior. 

I have been using RentRedi as a way to do all the screening and applications.

You’re going to make the deal based on today’s interest rates and today’s returns.

Also, if you focus on the fundamentals of the real estate, particularly with SFH's the cash flow is truly secondary to other benefits.

Do that before you spend any energy trying to kick him out.If he hasn't paid rent, you can call the police and have him escorted from the property. 

Seeking insight from the community on converting a STR (primarily Airbnb) to long-term rental.

Like @Jesse Rivera mentioned above, I also go to a few sessions but spend most of my time in the lobby or at the bar making connections."

.: Is it legal, per the IRS, to rent my primary home back to myself? 

In fact you make yourself a bigger target for lawsuits.

OR hyperinflation to print and borrow to make debt servicing on that debt.