@MIchael McCUe   I get it, it feels like an incredible weight that you could easily lift with bankruptcy.

Fortunately, most of the apps today are cloud based and have an app to make that easier. 

If you want to find out how much equity you have to see if that’s an option for you, connect with a real estate agent and ask for a professional equity assessment report (PEAR).Who knows, you may find out you have enough equity to buy your next place outright– and with today’s mortgage rates, not having to take out a home loan is pretty incredible.

Mortgages 1-4 are easier to get in place. 

We use a third party servicer to do all of this - much easier and when starting just tracked payments in wuickbooks as servicer tracked everything else 

I understand Vermont has slightly more stringent regulations to contend with but it would also be closer for us geographically and thus potentially easier to manage.

I would just excavate a few 2'x2'x2' (or larger if possible) spot footings, w rebar and Simpson hardware,under the house (you will want to take up the floor to make this easier to do).

Three, the tenants will be easier to manage because there won’t be any bickering or disputes between them and other tenants in the building which is common with multifamily properties. 

You will get a higher appraisal (more money out on a refi) and have better appreciation and an easier path to a sale when that time comes.Very exciting stuff! 

That would set you up and make it easier to scale to another or larger project.