If they happen to retire in the area, I see them either keep the investment as an asset, or sell it and buy a "keeper" home that fits their lifestyle better. 

Boston city does not require certificate of fitness for rental properties.

Cost segregation seems like it might be a good fit for your needs.

Once you feel secured in that, I would encourage you to start going to different areas, walk through open houses and seeing the homes gives you an interesting perspective for what to expect and then you can engage with agent and lenders to find out the right fit for you.

I'm currently the General Manager of the Planet Fitness in Smithfield, NC and have been with the company for 5+ years.

Entering it for the loan part in acquisition doesn't seem to fit or at least I don't know how it fits.

If your employment involves being in a physical location, that's the area where a FHA loan can fit. 

So, unusual setup.Crawlspace- The front house has vents around the foundation, but it doesn't look like a legit crawlspace that would fit a person/ductwork.

This might fit your situation.

At this point I haven't done any MFR because they haven't fit my buying model.