But I don't wanna be a child she's having to explain every slight detail I want to be able to have an educated discussion with her regarding my investments and business because with that much property I am assuming I am going to have to incorporate maybe even hire somebody.

To take measure of self, to learn and improve from "education via pain". 

As I go through this journey I have also decided to educate myself in real estate investment so that I can be best prepared for July 2020, this is the point when I will be debt-free and will be shifting all my energy to actively investing in real estate utilizing the BRRR method.To that end, I have made it a goal to analyze 2 properties per day so I can become familiar with my area and become comfortable analyzing properties...and that is where my issue is.

Bigger Pockets is a great place to get educated in the Real estate market.

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

Here are a few steps you can take to begin your journey:Education: Start by educating yourself about real estate investing.

In general, you will want 25% of the purchase price to buy the property, but you should also maintain a reserve to deal with unforeseen expenses like vacancies, maintenance, etc.Before you even begin, I think you should focus on a little education.1.

Perhaps some of these amenities come later (schools, retail/commercial) but selecting markets that have the capabilities of incorporating these features is a good start.

Of course, I don't think putting all my capital towards my student loans is appropriate, and I don't regret them either and I received an excellent business education from great schools. 

Always maintain a reserve in case you have a vacancy, surprise maintenance, etc.I would start with some basic education, watching podcasts, and then networking with investors in your area.