I feel yonkers would be the market i would know the most about as far as rental pricing, good or bad neighborhoods to invest, jobs in the city etc... becuase i was raised there and see the development thats going on.

I've saved a lot of cash by doing it myself over the years, but often, at the end of the day, what I saved was less than the rent income or carrying costs I incurred.I still have rentals in Madison county (Harvest-Toney- HSV Sec. 8) so feel free to keep me posted on how your new project develops. 

Developing skills on finding deals and understanding the numbers.

Flipping houses and owning a painting business can actually complement each other very well, in terms of cross-selling services, developing connections, and new opportunities among other things.I guess my point is, before leaving an existing venture, make sure you have formally done your diligence via a business model, business plan, marketing strategy, etc.  

As a professional web developer, I would rank Wix and Wordpress at the bottom and Squarespace at the top in terms of professional presentation.

If you are really concerned about the legality why not give your city planning and development department a call to find out from the source? 

I think it would be good for development or 1 mill and above.

Here is an article from the most recent Indianapolis Business Journal on the developments in the Herron-Morton neighborhood.Downtown Boom Hits Herron-Morton

A local Lender may be of more assistance to you so you can develop a long term financial relationship.

Governments don't usually build residential roads.....a developer builds and pays for them, then turns them over to the gov't.