I think you're already starting to get an idea of how deep the rabbit hole goes here, and without a seasoned local real estate professional it's very easy to get tripped up.

I would keep him but charge him $50 more per month so you can do deep cleaning after he moves out.

Why are you doing the whole real estate venture anyways (dig deep on this)?

New investor straight into large plex is jumping in the deep end.

Meanwhile, the property could be in deep trouble and the entity could eventually run out of cash. 

Hmmm...and then I realized that the ultra wealthy and those who have truly left a legacy to their kids, grandkids and even down through the generations...they leave behind INSTITUTIONAL GRADE ASSETS which are truly PROFESSIONALLY managed resulting in TRULY PASSIVE INCOME...and one of the real estate types that fit the above description is HOTEL...So I went to work and dug deep into hotels. 

Who else goes this deep about sanding floors? 

Any lawyer who I have spoken with who I know enough to be frank with has told me that sure the due on sale clause can be triggered because it is deep in your mortgage docs, but if you make the payments the odds of you having an issue is small.Some other things to consider:- Do you currently have owner occupied insurance rates on the property?

I do not have deep pockets by any means and we feel it financially when tenants can't make their payments.

With the amount of snow birds with deep pocket from the NE you might be able to score a little maybe a lot more.