Would anyone have any advice as to how to get my mindset to change and be more natural at mentioning my investing?

I am / was a CPA so numbers just come naturally.

She loves real estate, so naturally she bought as many grade A single family homes she can, while my grandfather bought land!

I cannot speak to the quality of the education either providers offer however I know human nature.

I have always been a hands on/engineer type person, this is in my nature.

The environment closes in to naturally push us to the following step. 

Any property is subject to nature's calamities but this would not be a "random" situation but one that is going to be "sooner or later".I'd pass.

In the units that have forced air heat with ducting and furnaces (natural gas,oil or electric) we are keeping those as they are.

It does seem that a 6-plex is a natural and modest progression from your existing activities so this purchase seems reasonable.Overall there is no magic formula and every guarantor has strengths and weaknesses.

I was already disillusioned by the public school anyway, as I wasn't helping kids succeed their own personal best as I was teaching them to make neat little circles in ABCD boxes on stated-mandated tests, so I quit teaching and began homeschooling my daughter (the way a kid naturally learns) and started a transcription business.