The reason I want to split the properties is because I want introduce business process and reduce my person dependencies.

Thanks so much for the input guys, seeing as i have low overhead now I am thinking i will give Uber a little shot and see what i can come up with networking hopefully.

If so, your capex expenditures would be greatly reduced although that is usually offset by the HOA fees you will pay.Request copies of the By-Laws and Declarations and read them thoroughly so you can have a firm grasp on what you are responsible for and what the HOA is responsible for.

Concept requires minimum cooking so no need for the expensive kitchen requirements (hoods, grease traps, etc)Looking for a high traffic area with national anchors with a young affluent demographic anywhere from 1,000-1,800 sqft.I would also be open to an up and coming trendy part of town visited heavily by young professionals or a food popular food market stall.Have $135k in Personal SavingsAnother $25-$75 in business loans and/or angel investingSolid credit Low 700's with extremely minimal outstanding overhead expenses So what I would like to know is how feasible is it for me to get the kind of space i'm looking for and what should I be doing to strengthen my credibility over the next year?

You'll also need to have reserves ( about 6 months worth) of PITI for the subject property as well as the one you already own and pay off any credit card debt you have to reduce debt to income ratio.

Students who wish to pursue a higher degree down the line may be discouraged to do so because of the already crippling debt they have acquired which could end up reducing the amount of people willing to gain a higher degree due to the additional cost.

With freeze thaw it will keep you from getting patches of ice or at least greatly reduce them.

Under stairs and reduce storage room under stairs.

I also like the idea your sister did with reducing inheritance by a value equal to the property. 

It's unlikely you will mitigate W-2 earnings as passive income (rental activity) won't reduce your w-2 income tax liability.As for replacing the AC.