Those are probably the biggest questions someone needs to know to determine the feasibility of your ask.  

I believe the biggest impact AI can make in our industry is in follow up reengagement.

Appreciation on the other hand is the biggest piece of the real estate pie.

What’s been your biggest challenge so far with the expansion?

I agree with @John Underwood that insurance is the biggest hurdle.

The main hurdle you are going to run into is the buyer's financing.

The return on equity is probably very low considering they are paid off so maybe explore refinancing or selling the lowest performing one(s) or your biggest headaches to reinvest in more lucrative deals.I noticed you also used a metric of number of rentals to attain your goal rather than $$$/month.

Thats not my model and homes at that price point havent penciled out for me but im very much doing BRRR in my market with properties that do pencil. we add ~50k-60k of equity per BRRR on properties around 200-230k ARV  You can definitely create equity in D.C. though the 200k listed above is highly unlikely, the biggest issue is at those price points you are deep in the red cash flow wise after refinancing. 

Sometimes diving into a new space can feel overwhelming, but it’s where the biggest growth happens. 

What I found was:Cozy: Certainly the biggest and most popular platform.