My area expertise is all investment real estate especially have a fondness for STR and MTR properties. 

Get rid of this tenant and stop the bleeding.P.S. the money you are losing each year is more than you would pay for a professional property manager.

If he stays anyway, most leases have a punitive holdover clause that would charge him bucket of money because he is injuring not on your property but also the incoming resident. 

Unauthorized occupants can lead to property damage and lease violations.7.

Long story short, so now I will be back to square one where I will be renting without owning any properties.  

Hey @Peyton Culberson, congrats on your 1st full rental property!

Before an after:Before the storm, do a complete video walkthrough of your property, capturing each room and every exterior area.

There used to be loans available for investment property that were 75% where the lender allowed a 15% second.  

Examples: Medical Professional Financing (stronger rates and limited down), low down payments of 3.5-10% on jumbo primary, second home or investment properties, 10% down for investment properties of 1-4 units (with no PMI) and portfolio or private loans with attractive ARM or seller carried rates we negotiated. 

Was wondering other stuff like property management expense like getting a handyman to fix something or roof changes etc, assuming they are a bit more.