I'd recommend closing on a 2-4 unit property that needs some work but would still qualify for traditional financing. 

Sounds like a whole lot of issues over nothing as someone with 45 units blinds and a few holes are the least of your worries the turn over and vacancy cost to replace a tenant would far exceed some minor miscellaneous cosmetics.

I have a 2 unit property in the western suburbs that could be well suited to be an elder care home for 3-4 residents.

I then spent ~$60K rehabbing 3 of the 4 units to add ~$150K of value. 

It is an industry wide national standard practice. 

I built a hostel in Mexico two years ago that I recent sold and am looking to build a boutique hostel brand here in the United States.

Already called the police and they successfully removed him and I secured the property but im concerned that he keeps showing up when the unit is ready to resale/rent. 

Typically there are about 20 units listed for rent at any given time on the MLS over the last 5 years or so.

But something happens when and if they decide to go national”.  

You can do this on a 30 year fixed mortgage if they are 1-4 Units at a low 7 percent interest rate as long as the property debt services over 1.00 and FICO is 720+