Eventually, the goal would be to have enough rentals to where we would no longer need to do the work ourselves.

Imagine your Goal is to find Financial Security (first) and eventually complete Financial Freedom (leave the Corporate gig) and you want to achieve in the next 10 years a monthly net income of 30k monthly, become an expert, and dedicate your professional (and great part of the personal) life to this industry.

I bought a duplex and then kept doing it year after year until I eventually started buying small apartment buildings. 

He works for a real estate company and got me very interested in buying, selling, and eventually, holding real estate.

It would for sure be a problem eventually 

Eventually you will move out of that property and it will transition to a 100% rental.

I would eventually look for a job in Atlanta and move in 5 years or less.  

But I believe that "strong appreciation also comes strong rent growth" and therefore makes the property eventually positively cash flowing.

Ok so,  eventually he will know that I'm leasing it to someone else?

My goal is to buy the property via lease option purchase and then resell it with a lease option purchase and cashflow while waiting for the new buyer to qualify for a loan.My concern is that the monthly payment could eventually exceed my cashflow.My original thought was that I set a fixed monthly rent amount in my lease purchase agreement with the seller, and anything above that is his responsibility.But my concern with that is what if he doesn't continue to pay the mortgage?