This may be easier and keep you clear of Massachusetts tenant laws.

Well a couple things I can respond to...As far as the cash vs. leverage, check this article out that breaks the options down-https://www.biggerpockets.com/renewsblog/2015/04/1...My one thought on that is if you think you may want to leverage, it'll be easier to do it before you retire just so you can show easy income.

I cancelled my appointment…After reading a lot here, I am making my target a B neighborhood with some cashflow and high owner occupancy.

It's significantly less trouble and easier to manage.

Is there a good target list to start with other than FSBO?

But it can become easier the more you work at it; the more deals you do.

Drive the pockets, get a feel for the area and it will be easier for you to make decisions on properties when the time comes.

Other than that, if someone has an analysis addiction (like many real estate people do), I would think that it would be a moving target requiring evaluation often to fulfill the need to always get the very best deal / to ensure your are getting that last drop of benefit.

Cheney / Ellensburg )  there are homes available  below your price point that can  cash flow incredibly well if you can target the  college rental demogarophic

Once I had more money to put down and landlord experience under my belt financing was much easier to get.