For those who know the area, its not the downtown 'war zone' and is more in South Allentown near St Lukes -- I'd call it a C property.

In practice I'd offer to split costs with the tenant (fixture would remain).

I'd encourage you to slow down a bit... ignore the gurus who tell you how easy it is to do everything.  

Although I’d like to do a large dscr loan and get 4 to 5 three and four bedroom units, I’m likely goin to start with just one quality property in order to establish proof of concept to present to future down payment partners or private money lenders.

In most recent cases, buyers are STILL purchasing properties with similar situations especially since inventory is so low.Assuming property location has decent demand AND your home is priced strategically when it hits the market, I'd say you do not need to obtain permits/COs.Are there any violations, open permits or complaints associated with these additions to the property?

I don't make much money from a tax return stand point but I don't think it'd affect my DTI since I'd be using potential income and I don't have debt.

I'd look into the states bordering FL first, then look into hot cities and go from there

I’d love to house hack, finding something in a 30 mile radius might not be feasible?

If you are renting by the room, I'd also get a cleaner in to clean the common areas.

I’d sell and start over again in a better location. 99.9% of the failures I see in real estate are due to buying in a bad location.