More of policy type issue versus insurance carrier, as most insurance companies would settle the claim the same way if it was vacant.Let us know. 

From my prospective, economy of scale plays a huge role in my decision making and hence I chose commercial real estate (for example, multifamily versus single family).

Using the BRRRR system, once I refinance the home w/ the equity i’ve added, does the mortgage now reset to the new value of the home?

Not sure yet what I'd do if I buy 123 First Street and 123 Second Street since my system wouldn't allow me to use "123" twice.

There are portfolio lenders that don’t look at your income, but look at the cash flow of the property or bank statements only versus your personal income, but you will pay a higher rate versus conventional financing.

Nothing against Philly but do you have any systems in place to manage at a distance? 

I would just go so far as to put a system in place to enforce and make sure that all of your tenants have renters insurance. 

I have been looking at the MLS (wife is a Part Time Realtor for now) I is hard to find a descent deal and when there is one you have like 20 investors jumping on it lifting up the price if not the Realtor hold on the offers trying to scam the system.

But long term, you should look into systems that will allow you to live where you want and invest where it makes sense.

I am highly confident you have a radiator system or terrible leak in your water system.