As for North Attleboro and Attleboro, they are definitely on our radar we have a list of about 12-15 cities/towns in the area that we are interested in exploring.

Having access to a steady roster of investors helps a lot and you should explore "crowdfunding" if that interests you. 

Sounds like you were pretty well seasoned even back then haha I’m still tryin to figure out the leasing idea like you said month to month or like in iowa city college kids have full 12 month leases and just post their room on facebook or something if they need to move out and sublease.

It’s a bit difficult to move as I have two kids in school.

Unless you've got all of your replacements lined up at one time I suspect you'll end up using individual loans for each replacement.It could certainly be worth exploring a lender that would write a portfolio loan and let you add properties as you go. 

I have a eye on a property thats bigger (we now have kids), that has been vacant for no less than 8 years.

I'm very emotionally attached to my primary and put in lots of custom upgrades (think lots of hardwired tech and smart home) and my 3 young kids live in it and my long term is definitely to hold onto it.

I always had tomato plants growing in my yard as a kid.

You can't screen out someone because they're gay or they're married or have kids or whatever but there's lots of criteria you can establish.

I'm personally looking to do a house hack with my wife and 2 kids.