This amounts to both extra work and extra liability, which will either need to be borne by the settlement agent or offset via insurance.

I appreciate the discussion where we can talk the realities and difficulties of properly insuring a management business! 

I currently have a total of 6 extra lots on houses that i have bought in a class b-c neighborhood.

Should I spend the extra in better markets that have a higher appreciation, or is it ok to use cash flow to slowly work into markets that cash flow less but have better long term benefits?

Taking that first step has definitely felt intimidating especially since I don’t have a lot of extra income to work with but I know growth happens on the other side of that fear, and I’m ready to push past it.

There is a cost in furnishing and a little more work , but I don’t find it that difficult.

This allows one extra monthly payment to be paid every year which can accelerate the pay down of the loan, can pay less interest on the loan over time, and build equity faster (while decreasing your LTV, which helps with more financing).From a strategy prospective this can actually benefit you a ton.

The difficulty here, would hopefully allow me to network with a better demographic.

I don't want to extra stress of managing it with my current lifestyle.

What most people don't realize is OOS investors have a extra cost burden of probably well over 20% compared to local investors.