The buyer is also considering listing his house with my wife as their Realtor but she is very new and doesn't know their area, it's 40 mins. away and she works a full time job at the local school although I'm sure she could get some help from one of the other Realtors with some kind of split.

Is there a subject in school to study that will help me with real estate investing and house flipping?

Remember you cant disqualify them for the disability so use the credit history or something else. 

I'm a former high school, and junior college football coach.

How are schools rated, crime demographics, job growth, people moving into the area, millennial influx.  

(good infrastructure, multiple job sources, good schools, etc.)

I suggest checking the building history to see if there are any existing violations that you'd have to clear up and if there's any civil penalties involved.

For that reason, I attended the High school of commerce in my town where the main subject of studying was Finance.

We have 3 boys, one is junior high, one is high school, and one in college.  

Talk with groups you associate with ie: church, school, clubs.5.