The barrier to entry (education, experience, money, connections) do seem to be quite a bit higher to get all of those above mentioned benefits in comparison to opening a brokerage account and purchasing stocks.No essay needed.

Quote from @Alex Zweydoff: Investor education and sales services. 

This process will help get you educated / organized and prepared. 

You don't need to know everything to get started; you need a foundation to build on and the rest will come through experience and then refining your education. 

But how for newbies like me with no portfolio or track records I spent most of my money on education  now I'm between jobs so it's kind of hard for me to do both.

This is useful education to have.

But still trying to conceptualize how to incorporate ongoing expenses/interest payments and loan paydown into that equation to get a more holisitic image before deciding where to live

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.