Could it bring a added level of security that could raise the rent 10-20 bucks a month?

To me, this was "The One Thing" I could do by the end of this year to take my real estate business to the next level.  

Being a low level marketing guy, I knew both sides of the equation for the specific company I was working at and the market we competed in. 

The reason is often cited from judges ruling on the enforcement of those instruments has to do with recognizing that the buyer/borrower is actually earning equity and is granted a greater level of interest in the real property than that of a typical renter.  

That has nothing to do with your skill level or with you at all.

But if we assume some level of vacancy, which all reasonable analyses should, shouldn't that affect the amount of reimbursements as well? 

I feel like i'm in about the same spot. have a small handful of rental properties. done a flip and now feel like its time to bust it up to the next level. 

With rates at current levels, and assuming your LL has the house priced at market and doesn't own it outright, he should have cash flow from you and your roommates.

I spend a large portion of my time doing high-level new development analysis.  

Thank you for your feedback, @Michael ParisThere was definitely lots of moisture on the floor, but unfortunately the contractor didn't check the moisture level after applying the sealant which we realized now was a mistake.