If you're lucky enough to have a local builder with experience building passive houses, you may be able to build a house which requires almost zero supplementary heating and cooling, and it will have lower water bills as well.

I have zero cash in them now and they all cashflow $250+ a month. 

Cover all your bases up front with policies on overnight guests (what is an occasional guest vs a rogue tenant), illegal activities (can you evict over underage drinking, marijuana-what evidence is needed?).

I want my children to have my same financial values, so I am involving them in conversations every day.My sister is a teacher, and time and again she comes up against parents who feel that everything should be taught in school, they spend zero time educating their children.

We had good jobs, zero debt (including our home/land/1 rental property), and I had just completed my undergrad degree program with no specific plan for how to apply it; there is certainly nothing wrong with any of those things but needless to say, we simply wanted more.  

With a HELOC, you can maintain a zero loan balance until you find the right deal and then draw from your HELOC (at which point you will start accruing interest).

Get a forced place insurance policy if your contract allows.

No title insurance company will write a policy.

Her homeowners policy will cover the outside if something happens. 

There are folks that make a fortune and folks that make zero.