I have a buddy who does this for a living on raw land, and he pays for the software and gives us all the data for free.  

The public has no way of knowing this is occurring until later notices document and prove it.b) Once thats up  the borrower sends a Notice of Default and Intent to Accelerate giving 20 days for the borrower to pay the entire amount owed (cure the default).

How much is this individual paying to park a trailer there?

They pay their bills on time and make good tenants.

Ran the numbers through two different spreadsheets and am very aware of how much we'll pay to the PM.

All you're doing is paying for that NCF upfront. 

You've got to include loan pay down, appreciation, and depreciation in your return calculations.The point of cash flow is to keep you safe.

Push through it, you may even need to have a second, consistent paying job and thats OK, until you get established.

The reason I say this is that with a 5+ unit a lender will evaluate based on NOI and a cap rate, so adding a 5th unit COULD (or could not) substantially increase the value of the building and make it worthwhile to refinance and pay off the existing loan (that is tied to the "old" quad) anyway.

Quote from @John Mason: If you are wanting to get ahead I would pay the  100 usd on fiverr and get it done and  then go to next  step  in  your journey and then learn the way to do it on the side so that you do not lose time..hope I made sense I do that now.