Next, I'd get my electrician in there STAT to give me there quote to get it done. maximum scope, account for all variables, not a "hopefully it's just..."

For the $525K property, with the low mortgage rate(you will probably never get a such low rate), it might make sense to hold onto it for now, especially if you can still sell it as a primary residence within the next three years and avoid capital gains taxes.

Check their nightly rate, occupancy and amenities.That will give you a pretty good idea of need and profitability.

Hello,I am a real estate investor located to Southeast MA, I own and manage a small portfolio of 23 units and am looking to expand and scale out of state as the returns and market have been quite difficult in my area: due to CAP Rates, specific building class I am looking to invest in, and rising interest rates/minimal inventory, as well as it would be nicer to be diversified and in a more landlord friendly state.  

Rental rate?

Second Street is an international mortgage lender actively investing in Costa Rica.

Tenants in many markets already believe they pay too much (contrary to recent studies that show rent to property values have never been lower for the large US cities).If my insurance costs are not double my current rates over the next couple years, I will be pleasantly surprised.  

I've heard Trump most signed an executive order to eliminate reduced rates for section 8.

That will get you looking at cash flow and end up in a lower rated area than you think.

These notes start at $50,000 to over $200,000 and feature an annual interest rate of 12%-16.7%.