I would also weigh if you plan on staying in the home you are in now for a long time or move in the next 5 years.

From my experience tenants like this need to move on, IE move out.

Rented it out for three years before I moved into It.

Also any tips for automating this as much as possible and how to protect the property financially and property management would be appreciated.I ALMOST understand the rental arbitrage strategy if building a company scaling with say 30 + units and looking for high short term cash flow.  

I think I'm in a pretty unique situation and am trying to figure out the right hoops to jump through to move forward.Long story short, I'm trying to tap into the equity of the rental property passed down from my grandparents that is held in an S-corp which is co-owned by myself, my siblings, our cousins, and an idiot uncle.

Maybe the biggest "risk" might be the fact that you cannot occupy the property at all so technically if you run into hard times and need to move into the property thats not intended - but no real more risk. 

The number you feel would be enough to retire on will keep moving.

- Do you think it’s worth challenging the appraisal with Kiavi, or should I just cut my losses and move on?

- If the 5% do say they'll sell a must in this business they have to also agree to MOVE OUT PRIOR TO YOUR CLOSING DATE. 

So I just wanted to present the raw facts, hear everyone's opinions, and obviously gain some knowledge and tips from investors!