It was my first ever purchase and I focused on a obtaining a property in the Scarsdale School District.

I was hoping someone might have some experience in this market to know how challenging the process would be to obtain the permit.Thanks for your input!

Quote from @Adrian Lammersdorf-Scioll: Quote from @David Atis:Definitely the latter, just obtaining a list of distressed owners and texting them directly. 

How many units are you looking to obtain? 

To readily obtain the highest end tenant I desire, it’s imperative that my properties have the following characteristics1.

Obtain a working knowledge of the local rental market. 

Most of the ultra wealthy individuals sacrifice a lot to obtain their wealth, and I won’t make those same sacrifices.Similarly, I don’t desire to have 5% body fat because I don’t want to put in the effort required for it.I understand that ultra wealthy is subjective, but the main point stands. 

With labor and material, and not counting the identification and obtaining the addresses of owners and matched to properties, I guess about $2.00 per letter. 

You are not allowed to compound interest.If you bought the certificate from the state on a best price offer, you charge interest on your purchase price, not on the full amount of the taxes that were due, but were not paid by you when you purchased.After you obtained your tax deed, you are entitled to something called "mesne profits" if you file an ejectment lawsuit against the former owner and they redeem during that lawsuit.  

If you do have enough other income then you dont even need to lease out this property to start your refinance.However if you dont have enough income to qualify with no rental income offset then yes you will need to obtain your lease(s) and security deposit + 1st months rents deposited before you can utilize 75% of this gross income - your monthly PITIA payment (in terms of qualification on this property refinance.So all in all Id make sure what your current debt to income position is first of all (DTI) and then strategize to see if you even need the leases at all.