The original purchase investigation did not reveal the extent of the poor electric, plumbing and roof.

I will do better by writing in a book what the gurus only reveal in their overpriced seminars :)For now, network like crazy to find the people with money.

There are a lot of reasons why this particular deal is a good move for my business though, so if the financing is there and an inspection doesn't reveal things I just can't afford to repair I think this is going to work.

However, his background check revealed a misdemeanor domestic abuse conviction in 2016, for which he was given 2 years probation. 

If he is undocumented then technically he could be breaking the law if he signs any loan applications and doesn't reveal the truth. 

What if the inspection reveals a non serious mold in the bathroom?

The inspection revealed some things I didnt notice the severity of at first.

Sure it might be useful but he/she is not going to reveal any real goodies anyway; you need to uncover everything, the  good and bad, about the building and the finances for yourself.

But if you have an LLC, and nothing else to show up as your assets (because you used land trusts to give you a layer of anonymity and a simple search is not revealing you are owning many other juicy assets) an ambulance chasing lawyer working on contingency will see a small target on your back and hard to get proceeds from victory in a lengthy lawsuit and move onto easier paydays. 

Could it be that the purpose of allowing the original owners to remain as sole beneficiaries of the trust was to avoid revealing the price paid by the trust for the property?