I'm not familiar with the NC market, or what constitutes 'expensive' in your experience, but generally speaking, you'd be looking for more moderately priced B/B+ properties if you're aiming for cashflow above all else.

Selling could get you some cash on hand, while renting will help supplement your living cost.

Specifically, I am interested in the idea of supplementing my income as a software developer with income from note investing.

Should I aim one lease for the house, or I should list 6 bedrooms separately?

"This supplemental tax shall be referred to as the “CTA portion” of the Chicago Real Property Transfer Tax, and the $3.75 tax shall be referred to as the “City portion.”

I would advise against rushing your screening to benefit her and aim for August 1st.

I run a small business so my real estate investing is done more as a supplement than as an income.

It is a nice way to supplement that retirement check.   

There is a good podcast on BP that I heard that lays out a strategy of doing this once a year as a strategy as a supplement to your current income. 

Another thing I aim to do is network with fellow BP community over coffee and have made some great connections that way.