There’s a cool breakdown here if you ever want to explore gaming design inspiration.

So it's really what you are comfortable with and what your investment thesis is. 

Virtual offices in Spain usually include a professional fiscal and commercial address specifically designed to meet legal requirements and protect your personal assets.

Get out of your comfort zone.

Now going the outsourced route, yes there is ways a person can design that "manage the managers" to be least or maximal impact and requirements.

Medford (North Boston) happens to be a low supply/high demand market so I absolutely need to get more comfortable with consistent rent increases but those increases need to be researched and in line with the market. 

It's comforting to know I don't have to obsess about reviews. 

Why are you looking to buy such a big house to rent, the numbers usually won't work unless you go nuts on the design.

I appreciate you chiming in, I may be overstepping my comfort zone with Sheboygan for now! 

Furthermore, you will have some passive activity loss limitations to deal with, presuming that you do not qualify for the "Real Estate Professional" designation in the next two months.