No matter what type of tenant they are, I would send something to the tenant regarding your assessment of the late fee or waiver so they are clear that you are the Sheriff in town and wont take to such shenanigans.    

It has such a great track record to date doing that, after all.And Greece should have its debt forgiven by Germany because it's the right thing to do after ten years of forced austerity driving the suicide rate up, sending a whole generation to work abroad, destroying the very fabric of Greek culture!

The thing that gave me pause is that his wife is obviously not legal as she doesn’t have a SSN and his brother would likely be living with them as he is apparently on his way here from Honduras, also wont have a SSN.Our policy is that anyone 18+ living at the house is on the lease and has completed the background check and obviously these other 2 adults won’t be able to do that.

@Justin G.I wont give advice for something that's a terrible idea...you should move on to the next deal.

So my advice would be to make sure that you're not still destroying your marriage while you're building your business.

That way you can lighten their load and helping you out wont just be work for them.

There are companies out there where you are able to purchase a mono-line umbrella, but typically those are more expensive and you have to act as the insurance professional for the policy (aka you likely wont have a direct agent to ask questions to)

This strategy wont work on the commercial building because rates are too high and I wont be able to refinance for 1-2 years after I get it stabilized. 

It probably won't destroy you. 

Most title companies wont insure the next sale without.