He has not started pulling from that yet. 

You can assume about 1% in closing costs in addition to commissions so you're starting around 7% before the seller gets any cash at closing. 

Originally this started as a house hack I have recently moved out and it is now a 2 unit with one half being furnished rental.

I don’t have a specific recommendation off the top of my head, but for HOA/condo insurance, it’s usually best to start with a broker who specializes in multifamily or association policies.

Starting a property management company with my brother and my dad was a mix of teamwork, trust, and family dinners doubling as business meetings.

We need to start tracking the stats that count around here!

I'd start talking to her and looking for another place for her to live. 

If you have a lot of family in OK, that can be a great place to start assessing since you have dedicated boots on the ground, as well as a reason to visit.Don't overthink the analyzing of markets when you are still figuring things out.

I think your starting point is off - way off. 

I've been looking at some properties and before I get started, I wanted to know does anyone have any reputable General Contractor/Contractor along with property manager in Columbus, GA because I haven't had much of luck in that department yet?