Here is the bad part, tenant let a friend of his move a trailer and set it up on our property with the excuse that his friend is helping him while he is dealing with some medical issues. well, sheriff;s won't do anything unless it is a court order.

Did not see that one coming.And now the work has already started--and is essentially done since the roofers worked all day today--and I'm not sure how to proceed.  

Anything that constitutes a major inconvenience to the tenant, such that a reasonable court would find one negligent for not addressing quickly, constitutes an urgent maintenance need.Example of the former: leaking water, gas, exposed live electrical wires, smoking in electrical panel, dangerous leaning tree, etc.Example of the latter: poor heat performance of heating system; clogged gutters overflowing causing basement dampness; etc. 

The foreclosure and tax deed auction is the first Tuesday of every month 10:00 am sharp on the counties court house steps.

I simply have federal financial regulatory experience, a register creditor's representative in federal bankruptcy court, owner of a mortgage company, but you can check out my profile for a better idea of what blocks I've been around.      

In my experience you will not see eviction notices filed publicly until it gets to court and become a hearing.

You could get a tenant that moves in and decides not to pay again and proceeds to destroy the property.  

Also find out where your local rent court is.

Any suggestions regarding this deal or how I should proceed in general would be greatly welcome!

Then if things take a wrong turn and your return 85-90% they're thanking you for getting so much of the money back as opposed to disinviting you to Thanksgiving :).In a deal like this your investors money is worth just as much as your work so you split the proceeds 50/50.