Eventually you will want to make the leap over analysis paralysis, but that time may not yet have arrived.  

We are both excited about the prospect of having rental income properties and being able to eventually live for free.

My father was a GC and always brought me along on his jobs every weekend throughout my schooling "career" and I have learned a lot in terms of renovations so I am hoping that experience will help me to eventually get into the BRRRR method (I really need to get better at talking to people though) and build lasting relationships in the Clarksville TN area.

Keep doing this wholeheartedly and eventually your investments will be bringing in more than your W2 job. 

There is also a large walk up attic space and eventually plan to add dormers and finish it.There are two electrical boxes currently, one for each floor.

Eventually, I may manage the whole thing.  

We went back and forth a few times, as I don't understand how there could be no financial statements, and she eventually said that they have them, but only give them out to owners and banks for mortgage applications, not buyers or other people.

2) If you are able to employ eventually, what position/person would you employ first?

Keep banging your head against the wall, eventually you'll get through.

I am searching for my first rental and know it's important to save CapEx money each month for big problems that eventually arise.