In OKC that could get you a solid cash flowing rental and you could hold on to some for reserves.. but it looks like areas just outside of what you were hoping for might work out as well! 

The money should be placed in separate accounts and tracked separately.

They trusted me and saw that I had a track record of rehabbing lots of houses for years(not my first deal or second deal or third deal).

One 5-man) to see if they work out so I can catch up on projects. 

We have a great book keeper that tracks all expenses and income; we have an amazing CPA that helps us with Cost Segregations; we have a very good banking relationship with our bank and I handle all the legal work and tenant issues if there is a need for evictions. 

I'm ultimately just looking for some sort of advice; or maybe even just a nod of approval that I am on the "right" track.

If real estate doesn't work out youa re going to want that.4. 

I don't track Chicago area economics so I don't know what the driving force behind this sudden increase in migration is.  

haha If you are going to do this, make sure you have a way of tracking it. 

I am not sure if this one will work out.