With this structure you can avoid some state-level tax compliance fees as well.

I think once you've read the relevant books and gotten a familiarity with the principles and techniques of investing, be it buy and hold, flipping, or BRRRR, it's time to then avoid analysis paralysis and jump right in, starting with that first deal. 

If yes, what regions of Durhum/Raleigh to avoid?

Regardless of what state and local laws say, I certainly would honor the request in one way or another to avoid potential liability.

Since you're already living in one you'll complete avoid the 5% - 10% state tax on income if you look in places like your backyard in TX, anywhere in FL or the Smoky Mountains of TN.

Do you have any recommendations on how to supercharge the kind of familiarity that you are referring to, while avoiding doing anything outstandingly stupid?

As far as rent I would just make everyone pay electronically that way there is no need to physically collect rent and you can avoid those situations. 

Avoid red brick if you can and if you must go with it, have someone experienced look at it.

They told me they plan to move out by 11/1 to avoid the higher rent-But I'd rather get it rented in September at a higher rate-OS Bar says "If your tenant has lived in the dwelling for more than a year, you cannot terminate the tenancy for no cause unless you have a “qualifying landlord reason.”"

@Jason LiBuying with a loan in the first place is the most common way to avoid that.