@Bryce Kennebeck Are you looking in Tampa, FL market or surrounding areas as well?

Make sure you review the surrounding area and watch out for the RE "doom loop" https://www.wsj.com/real-estate/commercial/doom-loop-st-loui...

Conversely, if you're interested in short-term rentals, I recommend using tools like AirDNA to identify markets with high potential, based on the market score of the surrounding region.Additionally, understanding your financing options is crucial.

There are a lot of real estate meetups/groups that you can find happening in NYC and surrounding areas with a quick google search - I actually host a small one every month as well you're welcome to attend to network with folks. 

How safe/what grade would you assign to Academy, Kingsway West, and the surrounding neighborhoods?

@Rahel Ketema - Like @John Warren mentioned you likely wouldn't have demo the whole ceiling to install ductwork typically we'd just have to build out soffits to surround the ductwork around a pre-existing wall running down the center or side of the house depending on the layout.A lot of your situation depends on the layout of your units and available space. 

Does Tampa and surrounding areas have the same rules?

I am now looking for advice on how to structure my bank accounts to properly separate my personal expenses from any expenses surrounding my house hack.

Does anyone have any experience owning/operating a short term rental in Blue Ridge (or surrounding areas)?

Surrounded by schools, close to hospitals and freeways.