I hope all this was not just for his benefit as my spouse and I were really looking to be guided by a lawyer who specialized in this.

In general, the NMLS should be your compliance/regulation guide, as it compiles tons of state-level requirements.

Feel free to PM me if you have any questions and I could also send you a Chicago House Hacking guide I made earlier this year.

It looks like those loans require 20% down, and I've been guided as a sort of philosophy, to use as little down as I can do that I can deploy more capital into other projects. 

I cant seem to find any guides to help me send my info over to resimpli vs having to type it all over again. 

If I were 30 years younger (your age) I would look to experienced intelligent investors to help guide me.

Here is a guide on buying in Grenada.https://www.7thheavenpropertie...

Me not being an accounting guru....depreciation was a bit tricky to set up, however they have a few guides, customer support may walk you through it and searching via google will help you put the correct entries.  

I was hoping to find a co-host within the BP community who could guide me through the co-hosting process. 

Start by reading the Ultimate Real Estate Investing Guide: https://www.biggerpockets.com/guides/ultimate-real-estate-investing-guide/introduction2.