In keeping with the book "Who not how" I would like to try and see if there is a "who" that I should be networking with to help with this task. 

House 2 was a significantly larger and more luxurious home that was purchased with plenty of room to upgrade and on a 30 year fixed mortgage.

The easiest is to take a master suite and add a kitchenette, but I guess you could potentially do a larger project. 

I'm sure you could work your way through it with a good team, but the bumps & 'lessons learned' on a 700-acre project would be much larger scale ($$$) than compared to learning the process on a 10-acre subdivison.  

@Steve Yi  I know PMs for larger properties 6+ units.

. $80,000 will give you a nice down payment, or if you take some money out of your MI property you could find something larger/nicer or a couple properties depending on price point and your goals.

I'm not 100% sure who I need to partner with but here are the nuts and bolts:I put my money in with a larger group to lend money to a hospital.

So I currently plan on doing my own redneck baffle for Bedroom 1, reducing the air down to no more than half of what it is now, while also cutting the holes larger in Bedroom 2 (which actually isn't either hot or cold right now) and Bedroom 3 (which is running hot, being on the southwest corner). 

I would keep buying 2-4 units until you max out your DTI and then switch to looking at larger units as well (take advantage of the low interest loans while you can and build a track record for commercial lenders). 

It has a larger population with a stronger job market and a college that would drive rental prices.