How are these arrangements typically structured within typical wholesale companies? 

Typically there are about 50-100 members of Congress that end up getting caught.

How do you typically underwrite risk when evaluating seasoned notes?

Pitching the soil underneath the deck towards a point where a trench channels water out from under it is an option but decks typically allow water to get underneath it when it rains and then it dries out from airflow. 

I know the answer is money, but many of these people speak only very broken English, and are primarily taught typical English language phrases and platitudes that don’t work in a variety of situations.Repeating the word “unfortunately” ad nauseam can only accomplish so much. 

It can typically be underwritten like any other rental property, just with the expectation there are going to be extra costs involved to split the lot, but that's where you are creating value.  

Property management fees in Indy are 10% of the monthly rent (this seems to be typical amount for Midwest rentals).

These items typically include the following: 1.

If it is truly a commercial mixed-use building, 65-70 LTV is the typical range for an asset type like this. 

Average replacement cost is around $5,900 but can be higher depending on the type and installation complexity.Roof: $10,000 for roof shingles seems plausible, as typical ranges are $6,000-$9,000 for standard roofs.Forced Air (Central Heating & Cooling with new ductwork): Your $18,000 estimate might be insufficient.