With real estate, you have to make sure each property is functioning at full capacity or you’ll be losing money.You can analyze properties and be pretty sure (as long as you don't rationalize bad deals into good ones) what your numbers will be. 

It is currently a glorified finished attic with little room- Use addition and raise it up and extend it to the side of the home for more finished space and room for deck, washer/dryer room etc- Make the living space as functional as possible with the added sqft- Add outside living structures like deckThis is a fairly wealthily area and I want to maximize my ROIWhat are some things you recommend for a large scale project like this and what are some hurdles ?

I think this may be a built in functionality of the Turno app, but I don't use Turno and my cleaners don't seem to offer that as part of their standard process.

And I like the project management function also.  

Yes, this is a product of laziness on the part of the user base most of the time, but also because the actual search function is not that great.

Your site has got all the essential features and functionalities alright.

Using the search function gave me this, hope it helps https://www.biggerpockets.com/forums/62/topics/1211224-nyc-c...

The property was my primary residence for a decade and now functions as rental unit so I am happy with the purchase overall and it has worked out well.

Charleston etc. is that folks there are HIGHLY dependent on local attorneys to do their paper work/ escrow functions prep deeds etc etc. 

I never imagined this pursuit would bring me down such a path, and I do not know how well I would function if I had to actually use my pistol.